Trifluoroacetic acid → (2,3,4,5-Tetrahydro-1H-3-benzazepin-7-yl)-[8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amine

HRID 472631Notes

Reaction equation

HRID 472631 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[CH:15]=[CH:16][C:17]([NH:19][C:20]3[N:38]=[C:23]4[C:24]([C:28]5[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:37])([F:36])[F:35])[CH:29]=5)=[CH:25][CH:26]=[CH:27][N:22]4[N:21]=3)=[CH:18][C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>>[CH2:13]1[C:12]2[CH:15]=[CH:16][C:17]([NH:19][C:20]3[N:38]=[C:23]4[C:24]([C:28]5[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:35])([F:37])[F:36])[CH:29]=5)=[CH:25][CH:26]=[CH:27][N:22]4[N:21]=3)=[CH:18][C:11]=2[CH2:10][CH2:9][NH:8][CH2:14]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 596125237-[8-(3-Trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino]-1,2,4,5-tetrahydro-3-benzazepine-3-carboxylic acid tert-butyl ester

Product 1

HCID 59612552(2,3,4,5-Tetrahydro-1H-3-benzazepin-7-yl)-[8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amine

Procedure

(2,3,4,5-Tetrahydro-1H-3-benzazepin-7yl)-[8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amine was prepared from 7-[8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino]-1,2,4,5-tetrahydro-3-benzazepine-3-carboxylic acid tert-butyl ester (0.203 g, 388 mmol) and trifluoroacetic acid (1 mL) in a manner analogous to Example 312 to give product (0.072 g, 44%). MP=88-91° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 9.55 (s, 1H), 8.83 (d, 1H), 8.65 (s, 1H), 8.40 (d, 1H), 7.95 (d, 1H), 7.82 (m, 2H), 7.50 (m, 2H), 7.15 (t, 1H), 7.05 (d, 1H), 2.75 (br m, 9H). MS=424 (MH)+.

Sources & evidence

ORD record
ord-ca28d68be12d40a690ed65c8ad151dd1
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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