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

HRID 605080노트

반응식

HRID 605080 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][CH:12]=[CH:11][C:10]=1[Br:15])=[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:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[CH2:8][NH:7][C:5](=[O:6])[C:4]1[CH:16]=[CH:17][C:18]([S:19][C:20]2[CH:21]=[CH:22][C:23]([OH:26])=[CH:24][CH:25]=2)=[C:2]([NH:1][C:40]2[C:29]3[CH:34]=[CH:33][C:32]([CH3:35])=[N:31][C:30]=3[N:36]=[CH:37][N:38]=2)[CH:3]=1

참가 물질

4

반응물 3

HCID 66808573N'-(3-Cyano-6-methyl-pyridin-2-yl)-N,N-dimethyl-formamidine2회HCID 670402693-Amino-N-(4-bromo-phenyl)-4-(4-hydroxy-phenylsulfanyl)-benzamideHCID 670403463-Amino-N-(2-bromo-benzyl)-4-(4-hydroxy-phenylsulfanyl)-benzamide2회

생성물 1

HCID 67040156N-(2-Bromo-benzyl)-4-(4-hydroxy-phenylsulfanyl)-3-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-benzamide수율 71%

실험 절차

The product of Example 31A was reacted with the product of Example 9B using the procedure of Example 22C substituting the product of Example 31A 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 (60 mg, 71%). 1H NMR (300 MHz, DMSO-D6) δ ppm: 2.68 (s, 3 H) 4.48 (d, J=5.52 Hz, 2 H) 6.84 (d, J=8.82 Hz, 2 H) 6.87-6.96 (m, 1 H) 7.16-7.25 (m, 1 H) 7.25-7.40 (m, 4 H) 7.56 (d, J=8.09 Hz, 1 H) 7.61 (d, J=8.82 Hz, 1 H) 7.76 (d, J=8.82 Hz, 1 H) 7.93 (s, 1 H) 8.58 (s, 1 H) 8.74-8.85 (m, 1 H) 8.94-9.21 (m, 1 H) 9.94 (s, 1 H) 10.16 (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-b31062c517d44c77b3d5044fda9c681f
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910595B2

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