Trifluoroacetic acid → 4-(aminomethyl)-N-[4-[[5-(4-phenylphenyl)pyrazolo[1,5-c]pyrimidin-7-yl]amino]phenyl]benzamide;2,2,2-trifluoroacetic acid

HRID 19598Notes

Reaction equation

HRID 19598 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:45])[NH:16][C:17]2[CH:22]=[CH:21][C:20]([NH:23][C:24]3[N:29]4[N:30]=[CH:31][CH:32]=[C:28]4[CH:27]=[C:26]([C:33]4[CH:38]=[CH:37][C:36]([C:39]5[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=5)=[CH:35][CH:34]=4)[N:25]=3)=[CH:19][CH:18]=2)=[CH:11][CH:10]=1)(C)(C)C.[F:47][C:48]([F:53])([F:52])[C:49]([OH:51])=[O:50]>ClCCl>[F:47][C:48]([F:53])([F:52])[C:49]([OH:51])=[O:50].[NH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]([NH:16][C:17]2[CH:18]=[CH:19][C:20]([NH:23][C:24]3[N:29]4[N:30]=[CH:31][CH:32]=[C:28]4[CH:27]=[C:26]([C:33]4[CH:38]=[CH:37][C:36]([C:39]5[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=5)=[CH:35][CH:34]=4)[N:25]=3)=[CH:21][CH:22]=2)=[O:45])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67319580{4-[4-(5-Biphenyl-4-yl-pyrazolo[1,5-c]pyrimidin-7-ylamino)-phenylcarbamoyl]benzyl}-carbamic acid tert-butyl ester2×

Product 1

HCID 866160434-(aminomethyl)-N-[4-[[5-(4-phenylphenyl)pyrazolo[1,5-c]pyrimidin-7-yl]amino]phenyl]benzamide;2,2,2-trifluoroacetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of {4-[4-(5-biphenyl-4-yl-pyrazolo[1,5-c]pyrimidin-7-ylamino)-phenylcarbamoyl]benzyl}-carbamic acid tert-butyl ester (compound A1)(0.14 g) and trifluoroacetic acid (TFA)(1 ml) in dichloromethane (5 ml) is stirred 3 h at ambient temperature. The reaction mixture is evaporated, coevaporated with toluene and dried at high vacuum. Colorless crystals (0.13 g) are obtained in quantitative yield and a transition temperature of 170° C. and a melting temperature at 230° C.

Workup

  1. customThe reaction mixture is evaporated
  2. customdried at high vacuum

Sources & evidence

ORD record
ord-8c10bb483e854cf5bfa1ed7977140ae4
Source dataset
uspto-grants-2010_06
Patent number
US07745446B2

Reaction notes

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