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

HRID 225502

반응식

HRID 225502 반응식
[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

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-c3e61f6688dc4d85bd0d7f3e4111673b
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557105B2

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