4-[2-Amino-4-(3-bromo-benzyloxy)-phenylsulfanyl]-phenol → 4-[4-(4-Bromo-benzyloxy)-2-(2-methylsulfanyl-thiazolo[4,5-d]pyrimidin-7-ylamino)-phenylsulfanyl]-phenol

HRID 607267노트

반응식

HRID 607267 반응식
[C:1]([C:3]1[S:7][C:6]([S:8][CH3:9])=[N:5][C:4]=1[N:10]=[CH:11][N:12](C)C)#[N:2].N[C:16]1[CH:21]=[C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([Br:30])=[CH:26][CH:25]=2)[CH:19]=[CH:18][C:17]=1[S:31][C:32]1[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=1.NC1C=C(OCC2C=CC=C(Br)C=2)C=CC=1SC1C=CC(O)=CC=1>>[Br:30][C:27]1[CH:28]=[CH:29][C:24]([CH2:23][O:22][C:20]2[CH:19]=[CH:18][C:17]([S:31][C:32]3[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=3)=[C:16]([NH:2][C:1]3[C:3]4[S:7][C:6]([S:8][CH3:9])=[N:5][C:4]=4[N:10]=[CH:11][N:12]=3)[CH:21]=2)=[CH:25][CH:26]=1

참가 물질

4

반응물 3

HCID 668082684-[2-Amino-4-(3-bromo-benzyloxy)-phenylsulfanyl]-phenolHCID 668082894-[2-Amino-4-(4-bromo-benzyloxy)-phenylsulfanyl]-phenol2회HCID 66808347N'-(5-Cyano-2-methylsulfanyl-thiazol-4-yl)-N,N-dimethyl-formamidine

생성물 1

HCID 668084654-[4-(4-Bromo-benzyloxy)-2-(2-methylsulfanyl-thiazolo[4,5-d]pyrimidin-7-ylamino)-phenylsulfanyl]-phenol수율 27%

실험 절차

A solution of the product from Example 167A and the product from Example 16A were reacted according to the procedure from Example 167B substituting the product from Example 16A for the product from Example 15A to provide the crude material which was purified by trituration with methanol to provide the title compound as a white solid (46 mg, 27%). 1H NMR (300 MHz, DMSO-D6) δ ppm: 2.76 (s, 3H), 5.09 (s, 2H), 6.70 (d, J=8.46 Hz, 2H), 6.91-7.24 (m, 5H), 7.38 (d, J=8.09 Hz, 2H), 7.56 (d, J=8.09 Hz, 2H), 8.46 (s, 1H), 9.71 (s, 2H); MS (ESI)+ m/z 583/585 (M+H)+.

후처리

  1. customto provide the crude material which
  2. customwas purified by trituration with methanol

출처 및 근거

ORD 기록
ord-8ee15170f6fb4b46a998c0ecd9f56ee1
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915411B2

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