Trifluoroacetic acid → 4-(aminomethyl)-N-[4-[[5-[3-(4-methoxyphenyl)phenyl]pyrazolo[1,5-c]pyrimidin-7-yl]amino]phenyl]benzamide;2,2,2-trifluoroacetic acid

HRID 19599Notes

Reaction equation

HRID 19599 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:47])[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:34]=[C:35]([C:39]5[CH:44]=[CH:43][C:42]([O:45][CH3:46])=[CH:41][CH:40]=5)[CH:36]=[CH:37][CH:38]=4)[N:25]=3)=[CH:19][CH:18]=2)=[CH:11][CH:10]=1)(C)(C)C.[F:49][C:50]([F:55])([F:54])[C:51]([OH:53])=[O:52]>ClCCl>[F:49][C:50]([F:55])([F:54])[C:51]([OH:53])=[O:52].[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:34]=[C:35]([C:39]5[CH:44]=[CH:43][C:42]([O:45][CH3:46])=[CH:41][CH:40]=5)[CH:36]=[CH:37][CH:38]=4)[N:25]=3)=[CH:21][CH:22]=2)=[O:47])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67319203(4-{4-[5-(4'-Methoxy-biphenyl-3-yl)-pyrazolo[1,5-c]pyrimidin-7-ylamino]-phenylcarbamoyl}-benzyl)-carbamic acid tert-butyl ester

Product 1

HCID 866160444-(aminomethyl)-N-[4-[[5-[3-(4-methoxyphenyl)phenyl]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-(4′-methoxy-biphenyl-3-yl)-pyrazolo[1,5-c]pyrimidin-7-ylamino]-phenylcarbamoyl}-benzyl)-carbamic acid tertbutyl ester (0.124 g) and trifluoroacetic acid (TFA)(1.5 ml) in dichloromethane (7 ml) is stirred 3 h at ambient temperature. The reaction mixture is evaporated, coevaporated with toluene and dried at high vacuum. Crystals (0.136 g) are obtained in quantitative yield and a melting temperature at 235-240° C.

Workup

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

Sources & evidence

ORD record
ord-57a3d0e890dd429fba0b7666139983ab
Source dataset
uspto-grants-2010_06
Patent number
US07745446B2

Reaction notes

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