N'-(3-Cyano-pyridin-2-yl)-N,N-dimethyl-formamidine → N-Benzyl-4-(4-hydroxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzamide

HRID 605087노트

반응식

HRID 605087 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[S:18][C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=1)[C:5]([NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:6].C([C:28]1[C:29]([N:34]=[CH:35][N:36]([CH3:38])C)=[N:30][CH:31]=[CH:32][CH:33]=1)#N.NC1C=C(C=CC=1SC1C=CC(O)=CC=1)C(NC1C=CC(Br)=CC=1)=O>>[CH2:8]([NH:7][C:5](=[O:6])[C:4]1[CH:15]=[CH:16][C:17]([S:18][C:19]2[CH:20]=[CH:21][C:22]([OH:25])=[CH:23][CH:24]=2)=[C:2]([NH:1][C:38]2[C:28]3[CH:33]=[CH:32][CH:31]=[N:30][C:29]=3[N:34]=[CH:35][N:36]=2)[CH:3]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

참가 물질

4

반응물 3

HCID 66808319N'-(3-Cyano-pyridin-2-yl)-N,N-dimethyl-formamidine2회HCID 670400893-Amino-N-benzyl-4-(4-hydroxy-phenylsulfanyl)-benzamide2회HCID 670402693-Amino-N-(4-bromo-phenyl)-4-(4-hydroxy-phenylsulfanyl)-benzamide

생성물 1

HCID 67040819N-Benzyl-4-(4-hydroxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzamide수율 55%

실험 절차

The product of Example 35A was reacted with the product of Example 29A using the procedure of Example 22C substituting the product of Example 35A for the product of Example 22B 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 product (39 mg, 55%). 1H NMR (300 MHz, DMSO-D6) δ ppm: 4.45 (d, J=5.88 Hz, 2 H) 6.83 (d, J=8.82 Hz, 2 H) 6.82-6.93 (m, 1 H) 7.16-7.44 (m, 7 H) 7.56-7.81 (m, 2 H) 7.90 (br s, 1 H) 8.61 (br s, 1 H) 8.79-9.22 (br m, 3 H) 9.94 (br s, 1 H) 10.28 (br s, 1 H); MS (ESI+) m/z 480 (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-2ea7d70f16d6405699c41c8ed68f36a0
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910595B2

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