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

HRID 559684

反応式

HRID 559684 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒3 回HCID 14013Ammonium Bicarbonate溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-6f78f9f354144ae98f9765fed484a4e6
出典データセット
uspto-grants-2011_11
特許番号
US08063065B2

関連ノート

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