Water → {[1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carbonyl]amino}-acetic acid methyl ester

HRID 1698183

반응식

HRID 1698183 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]3[CH:13]=[N:14][CH:15]=[C:16]([C:17]([OH:19])=O)[C:11]=3[CH:10]=[N:9]2)=[CH:4][CH:3]=1.C1N=CN(C(N2C=NC=C2)=O)C=1.Cl.[CH3:33][O:34][C:35](=[O:38])[CH2:36][NH2:37].O>CN(C=O)C.C(=O)(O)[O-].[NH4+]>[CH3:33][O:34][C:35](=[O:38])[CH2:36][NH:37][C:17]([C:16]1[C:11]2[CH:10]=[N:9][N:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[C:12]=2[CH:13]=[N:14][CH:15]=1)=[O:19]

참가 물질

7

반응물 4

HCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 122755Glycine methyl ester hydrochlorideHCID 592781371-(4-Fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid

생성물 1

HCID 66727434{[1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carbonyl]amino}-acetic acid methyl ester

시약·촉매·용매 2

HCID 6228Dimethylformamide용매3회HCID 14013Ammonium Bicarbonate용매

실험 절차

A suspension of 1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid (2.95 g, 11.5 mmol) in DMF (25 mL) was treated with CDI (1.51 g, 12.0 mmol). The mixture turned to a dark brown clear solution in 5 minutes, and then a solid precipitate formed. Additional DMF (10 mL) was added to assist stirring. The mixture was stirred for 1 hour. A solution of glycine methyl ester hydrochloride (2.42 g, 14.9 mmol) in DMF (5 mL) was added. After 18 hours, the mixture was poured into water (200 mL) and diluted with saturated aqueous ammonium bicarbonate (50 mL). The solid was collected by filtration to afford {[1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carbonyl]-amino}-acetic acid methyl ester as a light brown solid.

후처리

  1. customa solid precipitate formed
  2. stirringThe mixture was stirred for 1 hour
  3. waitAfter 18 hours
  4. filtrationThe solid was collected by filtration

출처 및 근거

ORD 기록
ord-0df625fb00704751998d245e16b6ae2c
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163918B2

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