Water → Ethyl ({5-bromo-3-[(2-chloro-3,6-difluorobenzyl)amino]pyrazin-2-yl}amino)(oxo)acetate

HRID 80536

反応式

HRID 80536 の反応式
[Br:1][C:2]1[N:3]=[C:4]([NH:9][CH2:10][C:11]2[C:16]([F:17])=[CH:15][CH:14]=[C:13]([F:18])[C:12]=2[Cl:19])[C:5]([NH2:8])=[N:6][CH:7]=1.C(N(C(C)C)CC)C.[C:28]([O:32][CH2:33][CH3:34])(=[O:31])[CH:29]=[O:30].O>C(Cl)Cl>[Br:1][C:2]1[N:3]=[C:4]([NH:9][CH2:10][C:11]2[C:16]([F:17])=[CH:15][CH:14]=[C:13]([F:18])[C:12]=2[Cl:19])[C:5]([NH:8][C:29](=[O:30])[C:28]([O:32][CH2:33][CH3:34])=[O:31])=[N:6][CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 70211Ethyl oxoacetateHCID 521913N,N-Diethyl-2-propanamineHCID 866594195-bromo-N3-(2-chloro-3,6-difluorobenzyl)pyrazine-2,3-diamine

生成物 1

HCID 86659420Ethyl ({5-bromo-3-[(2-chloro-3,6-difluorobenzyl)amino]pyrazin-2-yl}amino)(oxo)acetate収率 52%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of 5-bromo-N3-(2-chloro-3,6-difluorobenzyl)pyrazine-2,3-diamine (5.15 mmol, 1.8 g) and N,N-diethylisopropylamine (9.30 mmol, 2 mL) in CH2Cl2 (20 mL) was added ethyl glyoxylate (5.41 mmol, 0.74 g) at 0° C. The suspension was warmed up naturally and stirred overnight. Water was added to dissolve the precipitation. The combined organic layers from extraction were combined, dried, concentrated, and then subjected to a silica gel column chromatography by using CH2Cl2/MeOH (9:1) as eluents, furnishing ethyl ({5-bromo-3-[(2-chloro-3,6-difluorobenzyl)amino]pyrazin-2-yl}amino)(oxo)acetate in 52% yield (1.20 g).

後処理

  1. temperatureThe suspension was warmed up naturally and
  2. dissolutionto dissolve
  3. customthe precipitation
  4. extractionThe combined organic layers from extraction
  5. customdried
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-800182b303a74dc8b2921d8b57c7ff7c
出典データセット
uspto-grants-2014_09
特許番号
US08846664B2

関連ノート

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