16 Sep 2021 News Some tips on (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate

169448-87-7, As the paragraph descriping shows that 169448-87-7 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169448-87-7,(R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(E)-3-[4-(2-Ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenyl]-propenal (7) (100 mg, 0.313 mmol), (R)-tert-butyl 2-(hydroxymethyl)piperazine-1-carboxylate (67.7 mg, 0.313 mmol), NaBH(OAc)3 (103 mg, 0.485 mmol) and DIPEA (0.063 ml, 0.363 mmol) were dissolved in 2 ml of dichlorethane and stirred for 4 h at rt. Then the mixture was diluted with EtOAc, washed with NaCl-solution and dried over Na2 SO4. Evaporation gave a yellow oil. The crude product was purified by chromatography (silica gel, ethyl acetate/methanol) to yield a white foam.

169448-87-7, As the paragraph descriping shows that 169448-87-7 is playing an increasingly important role.

Reference:
Patent; NOVARTIS AG; MILTZ, Wolfgang; OBERHAUSER, Berndt; VAUPEL, Andrea; VELCICKY, Juraj; WEIGAND, Klaus; LELETI, Rajender Reddy; LIU, Yugang; DU, Zhengming; US2012/252778; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Sep 2021 News Brief introduction of (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate

169448-87-7, 169448-87-7 (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate 24820219, apiperazines compound, is more and more widely used in various fields.

169448-87-7, (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 6-bromo-4-(bromomethyl)-2-(phenylsulfonyl)isoquinolin-1 (2H)-one (Examplei 1d, 1.75 g) in THF (20 mL) was treated with (f?)-tert-butyl ethyl(1-hydroxy-3- (methylamino)propan-2-yl)carbamate (0.98 g) and /V,Lambda/-diisopropylethylamine (0.80 mL) under nitrogen. The resulting solution was stirred at 50 C for 1 h. The reaction mixture20 was diluted with water (300 mL), and extracted with ethyl acetate (250 mL x 2). The combined organics were dried (MgSO4), filtered and evaporated. Triturated with diethyl ether / isohexane (1 :1) afforded the subtitle compound (2.30 g) as a solid. 1H NMR delta (CDCI3) 8.16 – 8.10 (m, 3H), 8.06 (s, 1H), 7.90 (s, 1H), 7.71 – 7.65 (m, 1H), 7.60 – 7.54 (m, 3H), 4.23 – 4.16 (m, 1 H), 3.84 (d, 2H), 3.59 – 3.45 (m, 2H), 3.21 – 3.02 (m, 2H),2S 2.89 – 2.79 (m, 1 H), 2.33 – 2.09 (m, 3H), 1.51 (s, 9H)

169448-87-7, 169448-87-7 (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate 24820219, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; ASTRAZENECA AB; BROUGH, Stephen, John; LUKER, Timothy, Jon; ROBERTS, Bryan, Glyn; ST-GALLAY, Stephen, Anthony; WO2010/39079; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate

The synthetic route of 169448-87-7 has been constantly updated, and we look forward to future research findings.

169448-87-7, (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) A mixture of (R)-6-bromo- l-(l-(2,4-dichlorophenyl)ethyl)- lH-indazole (prepared from Example 17 step c, 0.37 g, 1.0 mmol), (i?)-i-butyl 2- (bydroxymeihy])piperidirie~1 -carboxylase (0.22 g, 1.0 mmol), BetaGammaNuAlphaRho (0.093 g, 0.15 mmol), and CS2CO3 (0.65 g, 2.0 mmol) in toluene (1 mL) was purged with nitrogen for 5 min. Addition of Pd2(dba)3 (0.092 g, 0.10 mmol) was followed, and the mixture was purged with nitrogen for 1 min. The reaction was then heated at 100 C for 18 h. After cooling to room temperature, the mixture was filtered and washed with EtOAc (50 mL). The filtrate was concentrated in vacuo. The resulting crude mixture was purified by flash chromatography (S1O2, 40% ethyl acetate in hexanes) to afford the coupled product as a viscous oil (0.20, 0.40 mmol, 40%)., 169448-87-7

The synthetic route of 169448-87-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHEMOCENTRYX, INC.; LELETI, Manmohan Reddy; LI, Yandong; MALI, Venkat Reddy; POWERS, Jay; YANG, Ju; WO2013/82429; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate

The synthetic route of 169448-87-7 has been constantly updated, and we look forward to future research findings.

169448-87-7, (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) A mixture of (R)-6-bromo- l-(l-(2,4-dichlorophenyl)ethyl)- lH-indazole (prepared from Example 17 step c, 0.37 g, 1.0 mmol), (i?)-i-butyl 2- (bydroxymeihy])piperidirie~1 -carboxylase (0.22 g, 1.0 mmol), BetaGammaNuAlphaRho (0.093 g, 0.15 mmol), and CS2CO3 (0.65 g, 2.0 mmol) in toluene (1 mL) was purged with nitrogen for 5 min. Addition of Pd2(dba)3 (0.092 g, 0.10 mmol) was followed, and the mixture was purged with nitrogen for 1 min. The reaction was then heated at 100 C for 18 h. After cooling to room temperature, the mixture was filtered and washed with EtOAc (50 mL). The filtrate was concentrated in vacuo. The resulting crude mixture was purified by flash chromatography (S1O2, 40% ethyl acetate in hexanes) to afford the coupled product as a viscous oil (0.20, 0.40 mmol, 40%)., 169448-87-7

The synthetic route of 169448-87-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHEMOCENTRYX, INC.; LELETI, Manmohan Reddy; LI, Yandong; MALI, Venkat Reddy; POWERS, Jay; YANG, Ju; WO2013/82429; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 169448-87-7

169448-87-7, 169448-87-7 (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate 24820219, apiperazines compound, is more and more widely used in various fields.

169448-87-7, (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 6-bromo-4-(bromomethyl)-2-(phenylsulfonyl)isoquinolin-1 (2H)-one (Examplei 1d, 1.75 g) in THF (20 mL) was treated with (f?)-tert-butyl ethyl(1-hydroxy-3- (methylamino)propan-2-yl)carbamate (0.98 g) and /V,Lambda/-diisopropylethylamine (0.80 mL) under nitrogen. The resulting solution was stirred at 50 C for 1 h. The reaction mixture20 was diluted with water (300 mL), and extracted with ethyl acetate (250 mL x 2). The combined organics were dried (MgSO4), filtered and evaporated. Triturated with diethyl ether / isohexane (1 :1) afforded the subtitle compound (2.30 g) as a solid. 1H NMR delta (CDCI3) 8.16 – 8.10 (m, 3H), 8.06 (s, 1H), 7.90 (s, 1H), 7.71 – 7.65 (m, 1H), 7.60 – 7.54 (m, 3H), 4.23 – 4.16 (m, 1 H), 3.84 (d, 2H), 3.59 – 3.45 (m, 2H), 3.21 – 3.02 (m, 2H),2S 2.89 – 2.79 (m, 1 H), 2.33 – 2.09 (m, 3H), 1.51 (s, 9H)

169448-87-7, 169448-87-7 (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate 24820219, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; ASTRAZENECA AB; BROUGH, Stephen, John; LUKER, Timothy, Jon; ROBERTS, Bryan, Glyn; ST-GALLAY, Stephen, Anthony; WO2010/39079; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate

169448-87-7, As the paragraph descriping shows that 169448-87-7 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169448-87-7,(R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(E)-3-[4-(2-Ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenyl]-propenal (7) (100 mg, 0.313 mmol), (R)-tert-butyl 2-(hydroxymethyl)piperazine-1-carboxylate (67.7 mg, 0.313 mmol), NaBH(OAc)3 (103 mg, 0.485 mmol) and DIPEA (0.063 ml, 0.363 mmol) were dissolved in 2 ml of dichlorethane and stirred for 4 h at rt. Then the mixture was diluted with EtOAc, washed with NaCl-solution and dried over Na2 SO4. Evaporation gave a yellow oil. The crude product was purified by chromatography (silica gel, ethyl acetate/methanol) to yield a white foam.

169448-87-7, As the paragraph descriping shows that 169448-87-7 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; MILTZ, Wolfgang; OBERHAUSER, Berndt; VAUPEL, Andrea; VELCICKY, Juraj; WEIGAND, Klaus; LELETI, Rajender Reddy; LIU, Yugang; DU, Zhengming; US2012/252778; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 169448-87-7

169448-87-7, The synthetic route of 169448-87-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169448-87-7,(R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of tert-butyl (2f?)-2-(hydroxymethyl)piperazine-1-carboxy.ate (0.479 g) and triethylamine (0.618 ml_) in THF (6 ml_) was added dropwise a solution of 6-bromo-1-oxo- 1 ,2-dihydroisoquinoline-4-sulfonyl chloride (Example 46a, 0.715 g) in THF (10 ml_). The reaction was stirred at room temperature for 20 min. The resulting solution was concentrated under reduced pressure before adding water and extracting into ethyl acetate. The combined organics were dried (MgSO4), filtered and evaporated under reduced pressure. Trituration with ethyl acetate gave the subtitle compound (0.855 g). MS: APCI(-ve) 500 / 504 (M-H)” 1H NMR delta (CDCI3) 8.34 (d, 1 H), 8.30 (d, 1 H), 8.05 (s, 1 H), 7.73 (dd, 1 H), 4.32 – 4.18 (m, 1H), 4.00 (d, 1 H), 3.88 (d, 1 H), 3.72 (d, 1 H), 3.63 (d, 2H), 3.10 – 2.96 (m, 1 H), 2.84 (td, 2H), 1.44 (s, 9H)

169448-87-7, The synthetic route of 169448-87-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; BROUGH, Stephen, John; LUKER, Timothy, Jon; ROBERTS, Bryan, Glyn; ST-GALLAY, Stephen, Anthony; WO2010/39079; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 169448-87-7

169448-87-7 (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate 24820219, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169448-87-7,(R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Lithium aluminium hydride (1M in THF, 17.6 ml) was added to a solution OF TERT- butyl (2R)-2-(HYDROXYMETHYL) PIPERAZINE-1-CARBOXYLATE (1.27 g) in THF (40 ml) at 0C, then the reaction was warmed to room temperature. The solution was stirred for 3 hours, then heated at reflux for 1 hour, cooled to 0C and quenched by sequential addition of water (0.2 ml), sodium hydroxide (2N, 0.2 ml) and then water (0.4 ml). The resulting slurry was filtered and concentrated in vacuo to give [(2R)-1-methylpiperazin-2-yl]methanol (0.44 g) ; Mass spectrum MH+ 131., 169448-87-7

169448-87-7 (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate 24820219, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/26152; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 169448-87-7

As the paragraph descriping shows that 169448-87-7 is playing an increasingly important role.

169448-87-7, (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of the product of Example 75 step i) (300mg), (f?>2-(hydroxymethyl)piperazine- 1-carboxylic acid, terf-butyl ester (465mg) and sodium triacetoxyborohydride (608mg) in dichloromethane (2OmL) was stirred under nitrogen for 16 hours. The reaction was partitioned between dichloromethane and water, the organics were then collected and concentrated to dryness. The residue was purified by HPLC to give the title compound (230mg) as a solid. MS: APCI(+ve) 519 (M+H)+1H NMR DMSO-Cl6 8.54 (d, J = 4.2 Hz, 1 H), 8.35 (d, J = 8.3 Hz, 1 H), 7.97 (d, J = 1.5 Hz, 1 H), 7.69 – 7.64 (m, 2H), 7.54 (dd, J = 8.2, 1.4 Hz, 1 H), 7.49 (s, 1 H), 4.46 (t, J = 5.4 Hz, 1 H), 3.93 – 3.79 (m, 2H), 3.55 – 3.44 (m, 2H), 3.28 – 3.20 (m, 2H), 2.89 – 2.77 (m, 3H), 2.75 – 2.67 (m, 1H), 2.63 – 2.52 (m, 2H), 2.25 (d, J = 2.3 Hz, 3H), 2.07 – 1.87 (m, 2H), 1.67 – 1.58 (m, 1 H), 1.31 – 1.19 (m, 1H), 0.74 – 0.66 (m, 2H), 0.60 – 0.54 (m, 2H), 0.52 – 0.45 (m, 2H), 0.44 – 0.38 (m, 2H), 169448-87-7

As the paragraph descriping shows that 169448-87-7 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/122765; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics