Trifluoroacetic acid → Trifluoroacetic acid

HRID 605118Notes

Reaction equation

HRID 605118 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([S:14][C:15]2[CH:20]=[CH:19][C:18]([C:21](=[O:30])[NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([Br:29])[CH:24]=3)=[CH:17][C:16]=2[NH:31][C:32]2[C:33]3[CH:41]=[CH:40][CH:39]=[N:38][C:34]=3[N:35]=[CH:36][N:37]=2)=[CH:10][CH:9]=1)(C)(C)C.[F:43][C:44]([F:49])([F:48])[C:45]([OH:47])=[O:46]>C(Cl)Cl>[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([S:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]([NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([Br:29])[CH:24]=3)=[O:30])=[CH:17][C:16]=2[NH:31][C:32]2[C:33]3[CH:41]=[CH:40][CH:39]=[N:38][C:34]=3[N:35]=[CH:36][N:37]=2)=[CH:10][CH:9]=1.[F:43][C:44]([F:49])([F:48])[C:45]([OH:47])=[O:46]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67040153{4-[4-(3-Bromo-phenylcarbamoyl)-2-(pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenyl}-carbamic acid tert-butyl ester

Product 2

HCID 6422Trifluoroacetic acidHCID 670408844-(4-Amino-phenylsulfanyl)-N-(3-bromo-phenyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product of Example 68 was treated with trifluoroacetic acid (3 mL) in methylene chloride (3 mL) at room temperature for 30 minutes. The solvents were removed under vacuum to provide the title compound as a trifluoroacetic acid salt. 1H NMR (300 MHz, DMSO-D6) δ ppm: 6.65 (d, J=8.82 Hz, 2 H) 6.97 (d, J=8.46 Hz, 1 H) 7.17 (d, J=8.46 Hz, 2 H) 7.30 (m, 2 H) 7.72 (m, 1 H) 7.91 (m, 3 H) 8.05 (s, 1 H) 8.91 (s, 1 H) 9.12 (d, J=8.46 Hz, 1 H) 9.19 (d, J=3.68 Hz, 1 H) 10.36 (s, 1 H) 11.72 (s, 1 H); MS (ESI+) m/z 543/545 (M+H)+.

Workup

  1. customThe solvents were removed under vacuum

Sources & evidence

ORD record
ord-dd3c763602cc45fca30a1c384617541d
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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