N'-(3-Cyano-6-methyl-pyridin-2-yl)-N,N-dimethyl-formamidine → N-(4-Bromo-benzyl)-4-(4-hydroxy-phenylsulfanyl)-3-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-benzamide

HRID 605083노트

반응식

HRID 605083 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[S:19][C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1)[C:5]([NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][CH:10]=1)=[O:6].C([C:29]1[C:30]([N:36]=[CH:37][N:38]([CH3:40])C)=[N:31][C:32]([CH3:35])=[CH:33][CH:34]=1)#N.NC1C=C(C=CC=1SC1C=CC(O)=CC=1)C(NC1C=CC(Br)=CC=1)=O>>[Br:15][C:12]1[CH:13]=[CH:14][C:9]([CH2:8][NH:7][C:5](=[O:6])[C:4]2[CH:16]=[CH:17][C:18]([S:19][C:20]3[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=3)=[C:2]([NH:1][C:40]3[C:29]4[CH:34]=[CH:33][C:32]([CH3:35])=[N:31][C:30]=4[N:36]=[CH:37][N:38]=3)[CH:3]=2)=[CH:10][CH:11]=1

참가 물질

4

반응물 3

HCID 66808573N'-(3-Cyano-6-methyl-pyridin-2-yl)-N,N-dimethyl-formamidine2회HCID 670402413-Amino-N-(4-bromo-benzyl)-4-(4-hydroxy-phenylsulfanyl)-benzamide2회HCID 670402693-Amino-N-(4-bromo-phenyl)-4-(4-hydroxy-phenylsulfanyl)-benzamide

생성물 1

HCID 67040545N-(4-Bromo-benzyl)-4-(4-hydroxy-phenylsulfanyl)-3-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-benzamide수율 40%

실험 절차

The product of Example 33A was reacted with the product of Example 9B using the procedure of Example 22C substituting the product of Example 33A for the product of Example 22B and substituting the product of Example 9B 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 (40 mg, 40%). 1H NMR (500 MHz, DMSO-D6) δ ppm: 2.67 (s, 3 H) 4.41 (d, J=6.22 Hz, 2 H) 6.83 (d, J=8.82 Hz, 2 H) 6.86-6.95 (m, 1 H) 7.25 (d, J=8.30 Hz, 2 H) 7.28 (d, J=8.82 Hz, 2 H) 7.50 (d, J=8.30 Hz, 2 H) 7.52-7.59 (m, 1 H) 7.65-7.80 (m, 1 H) 7.81-7.98 (m, 1 H) 8.49-8.63 (m, 1 H) 8.69-8.84 (m, 1 H) 8.93-9.01 (m, 1 H) 9.83-9.97 (m, 1 H) 10.11 (s, 1 H); MS (ESI+) m/z 572/574 (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-a6b71937e84e43228692896970641e5f
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910595B2

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