N'-(3-Cyano-pyridin-2-yl)-N,N-dimethyl-formamidine → {4-[4-(3-Bromo-phenylcarbamoyl)-2-(pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenyl}-carbamic acid tert-butyl ester

HRID 605117노트

반응식

HRID 605117 반응식
[C:1]([O:5][C:6](=[O:32])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([S:14][C:15]2[CH:20]=[CH:19][C:18]([C:21](=[O:30])[NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([Br:29])[CH:24]=3)=[CH:17][C:16]=2[NH2:31])=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].C([C:35]1[C:36]([N:41]=[CH:42][N:43]([CH3:45])C)=[N:37][CH:38]=[CH:39][CH:40]=1)#N>>[C:1]([O:5][C:6](=[O:32])[NH:7][C:8]1[CH:9]=[CH:10][C:11]([S:14][C:15]2[CH:20]=[CH:19][C:18]([C:21](=[O:30])[NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([Br:29])[CH:24]=3)=[CH:17][C:16]=2[NH:31][C:45]2[C:35]3[CH:40]=[CH:39][CH:38]=[N:37][C:36]=3[N:41]=[CH:42][N:43]=2)=[CH:12][CH:13]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

3

반응물 2

HCID 66808319N'-(3-Cyano-pyridin-2-yl)-N,N-dimethyl-formamidine2회HCID 67040779{4-[2-Amino-4-(3-bromo-phenylcarbamoyl)-phenylsulfanyl]-phenyl}-carbamic acid tert-butyl ester2회

생성물 1

HCID 67040153{4-[4-(3-Bromo-phenylcarbamoyl)-2-(pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenyl}-carbamic acid tert-butyl ester수율 24%

실험 절차

The product of Example 64A was reacted with the product of Example 29A using the procedure of Example 13D substituting the product of Example 64A for the product of Example 13C and substituting the product of Example 29A for the product of Example 8E to provide the crude title compound which was purified by column chromatography on silica gel using methanol/dichloromethane as eluent to provide the title compound (31 mg, 24%). 1H NMR (300 MHz, DMSO-D6) δ ppm: 1.48 (s, 9 H) 7.01 (d, J=8.46 Hz, 1 H) 7.32 (m, 4 H) 7.54 (d, J=8.46 Hz, 2 H) 7.71 (m, 2 H) 7.82 (d, J=7.72 Hz, 1 H) 8.01 (s, 1 H) 8.08 (s, 1 H) 8.64 (s, 1 H) 8.96 (d, J=8.09 Hz, 1 H) 9.11 (d, J=2.94 Hz, 1 H) 9.61 (s, 1 H) 10.35 (s, 1 H) 10.36 (s, 1 H); MS (ESI+) m/z 643/645 (M+H)+.

후처리

  1. customto provide the crude title compound which
  2. customwas purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-5a9377edd6af46b0b06bca11e4580969
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910595B2

반응 노트

불러오는 중…