Trifluoroacetic acid → HCID 59612365, compound

HRID 1890098Notes

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:42]=[C:23]4[C:24]([C:28]5[CH:33]=[C:32]([CH:34]([F:36])[F:35])[CH:31]=[CH:30][C:29]=5[O:37][CH2:38][CH:39]([F:41])[F:40])=[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>>[F:41][CH:39]([F:40])[CH2:38][O:37][C:29]1[CH:30]=[CH:31][C:32]([CH:34]([F:36])[F:35])=[CH:33][C:28]=1[C:24]1[C:23]2[N:22]([N:21]=[C:20]([NH:19][C:17]3[CH:16]=[CH:15][C:12]4[CH2:13][CH2:14][NH:8][CH2:9][CH2:10][C:11]=4[CH:18]=3)[N:42]=2)[CH:27]=[CH:26][CH:25]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 59612456HCID 59612456, compound

Product 1

HCID 59612365HCID 59612365, compound

Procedure

{8-[2-(2,2-Difluoro-ethoxy)-5-difluoromethyl-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl}-(2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)-amine was prepared from 7-{8-[2-(2,2-difluoro-ethoxy)-5-difluoromethyl-phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino}-1,2,4,5-tetrahydro-3-benzazepine-3-carboxylic acid tert-butyl ester and trifluoroacetic acid (0.5 mL) in a manner analogous to Example 312 to give product (0.111 g). MP=92-93° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 9.47 (s, 1H), 8.78 (d, 1H), 7.90 (s, 1H), 7.65 (m, 2H), 7.42 (m, 3H), 7.05 (m, 2H), 7.02 (br m, 1H), 6.30 (br m, 1H), 4.42 (m, 2H), 2.76 (br m, 9H). MS=486 (MH)+.

Sources & evidence

ORD record: ord-876e37ce023f4e3eb3a2b6cdba2b5eb9
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08501936B2

Reaction notes

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