HCID 22032084, compound → HCID 23537722, compound

HRID 1792605Notes

Reaction equation

HRID 1792605 reaction equation
[CH3:1][N:2]([CH3:26])[CH2:3][CH2:4][N:5]([CH3:25])[S:6]([C:9]1[S:10][C:11]([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21](Br)[CH:22]=3)[N:17]=[CH:16][N:15]=2)=[CH:12][CH:13]=1)(=[O:8])=[O:7].[F:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]2[C:38](B(O)O)=[CH:37][N:36]([C:42]([C:55]3[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=3)([C:49]3[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=3)[C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)[N:35]=2)=[CH:30][CH:29]=1>>[CH3:1][N:2]([CH3:26])[CH2:3][CH2:4][N:5]([CH3:25])[S:6]([C:9]1[S:10][C:11]([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([C:38]4[C:34]([C:31]5[CH:30]=[CH:29][C:28]([F:27])=[CH:33][CH:32]=5)=[N:35][N:36]([C:42]([C:49]5[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=5)([C:55]5[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=5)[C:43]5[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=5)[CH:37]=4)[CH:22]=3)[N:17]=[CH:16][N:15]=2)=[CH:12][CH:13]=1)(=[O:8])=[O:7]

Participants

3

Reactant 2

HCID 22032084HCID 22032084, compoundHCID 23537547HCID 23537547, compound

Product 1

HCID 23537722HCID 23537722, compoundYield 29.5%

Procedure

131 mg 5-(6-bromoquinazolin-4-yl)-thiophen-2-sulfonic acid (2-dimethylaminoethyl)-methyl-amide (compound in Production Example 376) and 168 mg 3-(4-fluorophenyl)-1-trityl-1H-4-pyrazolylboronic acid (compound in Production Example 25) were subjected to the same reaction as in Example 9, and the isomer was separated and purified by a column to give 66 mg of the title compound as yellow crystals.

Workup

  1. customthe isomer was separated
  2. custompurified by a column

Sources & evidence

ORD record
ord-da0dc740f31e4605bb435722d797ebf9
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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