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Trifluoroacetic acid → 5-[2-Amino-5-({4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}ethynyl)pyrimidin-4-yl]-2-(5-chloro-2-methylphenyl)-1H-pyrrole-3-carboxamide

HRID 1403225
ノート
印刷プレビュー

反応式

HRID 1403225 の反応式
FC(F)(F)C(O)=O.[NH2:8][C:9]1[N:14]=[C:13]([C:15]2[N:19](COCC[Si](C)(C)C)[C:18]([C:28]3[CH:33]=[C:32]([Cl:34])[CH:31]=[CH:30][C:29]=3[CH3:35])=[C:17]([C:36]([NH2:38])=[O:37])[CH:16]=2)[C:12]([C:39]#[C:40][C:41]2[CH:46]=[CH:45][C:44]([C:47]([N:49]3[CH2:54][CH2:53][N:52]([CH3:55])[CH2:51][CH2:50]3)=[O:48])=[CH:43][CH:42]=2)=[CH:11][N:10]=1>C(Cl)Cl>[NH2:8][C:9]1[N:14]=[C:13]([C:15]2[NH:19][C:18]([C:28]3[CH:33]=[C:32]([Cl:34])[CH:31]=[CH:30][C:29]=3[CH3:35])=[C:17]([C:36]([NH2:38])=[O:37])[CH:16]=2)[C:12]([C:39]#[C:40][C:41]2[CH:42]=[CH:43][C:44]([C:47]([N:49]3[CH2:54][CH2:53][N:52]([CH3:55])[CH2:51][CH2:50]3)=[O:48])=[CH:45][CH:46]=2)=[CH:11][N:10]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 867252955-[2-Amino-5-({4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}ethynyl)pyrimidin-4-yl]-2-(5-chloro-2-methylphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrole-3-carboxamide

生成物 1

HCID 712395935-[2-Amino-5-({4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}ethynyl)pyrimidin-4-yl]-2-(5-chloro-2-methylphenyl)-1H-pyrrole-3-carboxamide収率 71%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

Trifluoroacetic acid (1.4 mL) was added to a solution of 5-[2-amino-5-({4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}ethynyl)pyrimidin-4-yl]-2-(5-chloro-2-methylphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrole-3-carboxamide (0.110 g, 0.14 mmol) in dry DCM (2.8 mL) and stirred for 4 h at room temperature. After solvent removal, the residue was treated with EtOH (3 mL), 33% NH4OH (0.4 mL) and stirred for 0.5 h. The solvent was evaporated to dryness and the residue was purified by flash-chromatography on silica gel (DCM/MeOH/7N NH3 in MeOH 94/5/1) to afford the title compound as white solid (0.055 g, 71%).

後処理

  1. customAfter solvent removal
  2. additionthe residue was treated with EtOH (3 mL), 33% NH4OH (0.4 mL)
  3. stirringstirred for 0.5 h
  4. customThe solvent was evaporated to dryness
  5. customthe residue was purified by flash-chromatography on silica gel (DCM/MeOH/7N NH3 in MeOH 94/5/1)

出典と根拠

ORDレコード
ord-e62b8d79f6384d1a94472afc6d8cf57d
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08912200B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート