[4-(4-Amino-phenylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester → {4-[4-(5-Biphenyl-4-yl-pyrazolo[1,5-c]pyrimidin-7-ylamino)-phenylcarbamoyl]benzyl}-carbamic acid tert-butyl ester

HRID 19600Notes

Reaction equation

HRID 19600 reaction equation
[C:1]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:6]=[CH:5][C:4]([C:7]2[N:12]=[C:11](S(C)(=O)=O)[N:10]3[N:17]=[CH:18][CH:19]=[C:9]3[CH:8]=2)=[CH:3][CH:2]=1.[C:26]([O:30][C:31](=[O:50])[NH:32][CH2:33][C:34]1[CH:39]=[CH:38][C:37]([C:40](=[O:49])[NH:41][C:42]2[CH:47]=[CH:46][C:45]([NH2:48])=[CH:44][CH:43]=2)=[CH:36][CH:35]=1)([CH3:29])([CH3:28])[CH3:27]>>[C:26]([O:30][C:31](=[O:50])[NH:32][CH2:33][C:34]1[CH:39]=[CH:38][C:37]([C:40](=[O:49])[NH:41][C:42]2[CH:43]=[CH:44][C:45]([NH:48][C:11]3[N:10]4[N:17]=[CH:18][CH:19]=[C:9]4[CH:8]=[C:7]([C:4]4[CH:5]=[CH:6][C:1]([C:20]5[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=5)=[CH:2][CH:3]=4)[N:12]=3)=[CH:46][CH:47]=2)=[CH:36][CH:35]=1)([CH3:29])([CH3:27])[CH3:28]

Participants

3

Reactant 2

HCID 67319189[4-(4-Amino-phenylcarbamoyl)-benzyl]-carbamic acid tert-butyl esterHCID 673194015-Biphenyl-4-yl-7-methanesulfonyl-pyrazolo[1,5-c]pyrimidine2×

Product 1

HCID 67319580{4-[4-(5-Biphenyl-4-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 5-biphenyl-4-yl-7-methanesulfonyl-pyrazolo[1,5-c]pyrimidine (compound B1) and [4-(4-amino-phenylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester (compound G1) 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-7bb89b1754674576bfaa0c2cfa3b5187
Source dataset
uspto-grants-2010_06
Patent number
US07745446B2

Reaction notes

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