7-Methanesulfonyl-5-(4'-methoxy-biphenyl-3-yl)-pyrazolo[1,5-c]pyrimidine → (4-{4-[5-(4'-Methoxy-biphenyl-3-yl)-pyrazolo[1,5-c]pyrimidin-7-ylamino]-phenylcarbamoyl}-benzyl)-carbamic acid tert-butyl ester

HRID 19604Notes

Reaction equation

HRID 19604 reaction equation
CS([C:5]1[N:10]2[N:11]=[CH:12][CH:13]=[C:9]2[CH:8]=[C:7]([C:14]2[CH:15]=[C:16]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=3)[CH:17]=[CH:18][CH:19]=2)[N:6]=1)(=O)=O.[C:28]([O:32][C:33](=[O:52])[NH:34][CH2:35][C:36]1[CH:41]=[CH:40][C:39]([C:42](=[O:51])[NH:43][C:44]2[CH:49]=[CH:48][C:47]([NH2:50])=[CH:46][CH:45]=2)=[CH:38][CH:37]=1)([CH3:31])([CH3:30])[CH3:29]>>[C:28]([O:32][C:33](=[O:52])[NH:34][CH2:35][C:36]1[CH:41]=[CH:40][C:39]([C:42](=[O:51])[NH:43][C:44]2[CH:45]=[CH:46][C:47]([NH:50][C:5]3[N:10]4[N:11]=[CH:12][CH:13]=[C:9]4[CH:8]=[C:7]([C:14]4[CH:15]=[C:16]([C:20]5[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=5)[CH:17]=[CH:18][CH:19]=4)[N:6]=3)=[CH:48][CH:49]=2)=[CH:38][CH:37]=1)([CH3:31])([CH3:29])[CH3:30]

Participants

3

Reactant 2

HCID 673176537-Methanesulfonyl-5-(4'-methoxy-biphenyl-3-yl)-pyrazolo[1,5-c]pyrimidineHCID 67319189[4-(4-Amino-phenylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester2×

Product 1

HCID 67319203(4-{4-[5-(4'-Methoxy-biphenyl-3-yl)-pyrazolo[1,5-c]pyrimidin-7-ylamino]-phenylcarbamoyl}-benzyl)-carbamic acid tert-butyl ester

Conditions

Temperature
130 °C

Procedure

Under an inert gas atmosphere at 130° C. bath temperature is heated neat a mixture of 7-methanesulfonyl-5-(4′-methoxy-biphenyl-3-yl)-pyrazolo[1,5-c]pyrimidine and [4-(4-amino-phenylcarbamoyl)-benzyl]-carbamic acid tertbutyl ester (compound B3) overnight. The crude product is purified by silica gel flash chromatography.

Workup

  1. customThe crude product is purified by silica gel flash chromatography

Sources & evidence

ORD record
ord-4b05f3aff05e4cd38be34cf9b4a03da6
Source dataset
uspto-grants-2010_06
Patent number
US07745446B2

Reaction notes

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