Ethyl 4-chloro-7-methyl-1,8-naphthyridine-3-carboxylate → 7-Methyl-4-(5-methyl-2-phenylsulfanyl-phenylamino)-[1,8]naphthyridine-3-carboxylic acid ethyl ester

HRID 2197721노트

반응식

HRID 2197721 반응식
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1Cl)=[CH:13][CH:12]=[C:11]([CH3:17])[N:10]=2)=[O:5])[CH3:2].[CH3:18][C:19]1[CH:20]=[CH:21][C:22]([S:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[C:23]([NH2:25])[CH:24]=1>>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:25][C:23]1[CH:24]=[C:19]([CH3:18])[CH:20]=[CH:21][C:22]=1[S:26][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)=[CH:13][CH:12]=[C:11]([CH3:17])[N:10]=2)=[O:5])[CH3:2]

참가 물질

3

실험 절차

The product from Example 10a (438 mg, 2.03 mmol) was reacted with the product from Example 1f (510 mg, 2.03 mmol) for 10 min following the procedure from Example 1g giving the title compound which was purified by silica gel column chromatography eluting with 4% MeOH/CH2Cl2 as a solid (114 mg, 57%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 1.33 (t, J=6.99 Hz, 3H) 2.16 (s, 3H) 2.62 (s, 3H) 4.29 (q, J=7.11 Hz, 2H) 6.86 (s, 1H) 7.04 (d, J=8.09 Hz, 1H) 7.15-7.34 (m, 6H) 7.39 (d, J=7.72 Hz, 1H) 7.69 (d, J=8.82 Hz, 1H) 9.17 (s, 1H) 10.13 (s, 1H); MS (ESI+) m/z 430 (M+H)+, (ESI−) m/z 428 (M−H)−.

출처 및 근거

ORD 기록
ord-9a8c7fb320a740078e3df459f4a5a868
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338605B2

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