Triethylamine → 4-[(3-Oxo-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]benzamide

HRID 225502

反応式

HRID 225502 の反応式
[CH3:1]CCP(=O)=O.C[C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15]2[N:20]=[C:19]([C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)[CH:18]=[CH:17][N:16]=2)=[CH:10][C:9]=1[NH2:27].[O:28]=[C:29]1[NH:34][CH2:33][CH2:32][N:31]([CH2:35][C:36]2[CH:44]=[CH:43][C:39]([C:40](O)=[O:41])=[CH:38][CH:37]=2)[CH2:30]1.C(N(CC)CC)C.C(=O)([O-])O.[Na+]>CN(C)C=O>[O:28]=[C:29]1[NH:34][CH2:33][CH2:32][N:31]([CH2:35][C:36]2[CH:44]=[CH:43][C:39]([C:40]([NH:27][C:9]3[CH:8]=[CH:13][C:12]([CH3:1])=[C:11]([NH:14][C:15]4[N:20]=[C:19]([C:21]5[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=5)[CH:18]=[CH:17][N:16]=4)[CH:10]=3)=[O:41])=[CH:38][CH:37]=2)[CH2:30]1

参加物

7

反応物 5

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 16167369Propylphosphoric anhydrideHCID 167770994-((3-Oxopiperazin-1-yl)methyl)benzoic acidHCID 24820369N-(3-amino-4-methylphenyl)-4-(pyridin-3-yl)-2-pyrimidine-amine

生成物 1

HCID 102176964-[(3-Oxo-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]benzamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

A solution of propylphosphonic anhydride in N,N-dimethylformamide (Fluka, Buchs, Switzerland; 1.3 mL of 50%, 2.25 mmol) is added dropwise to a stirred mixture of 4-methyl-N-[4-(3-pyridinyl)-2-pyrimidinyl]-1,3-benzenediamine (416 mg, 1.5 mmol), 4-[(3-oxo-1-piperazinyl)methyl]benzoic acid (351 mg, 1.5 mmol) and triethylamine (1.7 mL, 12 mmol) in dry N,N-dimethylformamide (4 mL). The mixture is stirred for 17 hours at room temperature and then treated with saturated aqueous sodium hydrogen carbonate solution (100 mL). The resulting precipitate is filtered, washed with water, dried and recrystallised from methanol to give the title compound as a cream crystalline solid.

後処理

  1. filtrationThe resulting precipitate is filtered
  2. washwashed with water
  3. customdried
  4. customrecrystallised from methanol

出典と根拠

ORDレコード
ord-c3e61f6688dc4d85bd0d7f3e4111673b
出典データセット
uspto-grants-2009_07
特許番号
US07557105B2

関連ノート

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