2-Amino-4-chloro-6-methylpyrimidine → 3-(2-Amino-6-methyl-pyrimidin-4-ylamino)-N-(4-amino-2-methyl-quinolin-6-yl)-propionamide

HRID 1767697

반응식

HRID 1767697 반응식
[NH2:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([CH3:9])[N:3]=1.[NH2:10][CH2:11][CH2:12][C:13]([NH:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[N:22]=[C:21]([CH3:26])[CH:20]=[C:19]2[NH2:27])=[O:14].C(N(C(C)C)CC)(C)C>CC(N(C)C)=O>[NH2:1][C:2]1[N:7]=[C:6]([NH:10][CH2:11][CH2:12][C:13]([NH:15][C:16]2[CH:17]=[C:18]3[C:23](=[CH:24][CH:25]=2)[N:22]=[C:21]([CH3:26])[CH:20]=[C:19]3[NH2:27])=[O:14])[CH:5]=[C:4]([CH3:9])[N:3]=1

참가 물질

5

반응물 3

HCID 218102-Amino-4-chloro-6-methylpyrimidineHCID 81531DiisopropylethylamineHCID 178646293-Amino-N-(4-amino-2-methyl-quinolin-6-yl)-propionamide

생성물 1

HCID 103833093-(2-Amino-6-methyl-pyrimidin-4-ylamino)-N-(4-amino-2-methyl-quinolin-6-yl)-propionamide수율 36.6%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

A solution of 0.05 g (0.35 mmol) 2-amino-4-chloro-6-methylpyrimidine, 0.204 mg (0.35 mmol) 3-amino-N-(4-amino-2-methyl-quinolin-6-yl)-propionamide and 0.18 mg (1.39 mmol) diisopropyl ethylamine in 5 ml dimethylacetamide was stirred at 100° C. for 2 h. After evaporation of the solvent the residue was purified by HPLC and lyophilized to yield 45 mg of the title compound. MS 352.3 (M+H)+, 1H-NMR (DMSO-d6)δ 2.20 (s, 3H), 2.55 (s, 3H), 2.70 (m, 2H), 3.65 (m, 2H), 6.1 (s, NH), 7.70–7.90 (m, 5H), 8.60–8.80 (br.s., NH), 13.85 (br.s., NH).

후처리

  1. customAfter evaporation of the solvent the residue
  2. customwas purified by HPLC

출처 및 근거

ORD 기록
ord-47bc71dabe0843459e34a7c9e915d9b5
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07235558B2

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