3-(Trifluoromethyl)benzylamine → HCID 44205287, compound

HRID 1029272Notes

Reaction equation

HRID 1029272 reaction equation
Cl[C:2]1[CH:16]=[CH:15][C:5]2[C:6](=[O:14])[NH:7][C:8]3[C:13]([C:4]=2[CH:3]=1)=[CH:12][CH:11]=[CH:10][N:9]=3.[F:17][C:18]([F:28])([F:27])[C:19]1[CH:20]=[C:21]([CH2:25][NH2:26])[CH:22]=[CH:23][CH:24]=1>>[F:17][C:18]([F:27])([F:28])[C:19]1[CH:20]=[C:21]([CH:22]=[CH:23][CH:24]=1)[CH2:25][NH:26][C:2]1[CH:16]=[CH:15][C:5]2[C:6](=[O:14])[NH:7][C:8]3[C:13]([C:4]=2[CH:3]=1)=[CH:12][CH:11]=[CH:10][N:9]=3

Participants

3

Reactant 2

HCID 759623-(Trifluoromethyl)benzylamineHCID 581682989-chloro-5H-benzo[c][1,8]naphthyridin-6-one

Product 1

HCID 44205287HCID 44205287, compoundYield 20.6%

Procedure

The title compound was synthesized according to the procedure described for the preparation of Example 448 using 6 (230 mg, 1.0 mmol) and (3-(trifluoro-methyl)phenyl)methanamine (350 mg, 1.00 mmol) to provide 451 (76 mg, 20% yield) as a white powder. LC-MS (M+H=370, obsd.=370). 1H NMR (400 MHz, DMSO-D6) δ 11.51 (s, 1H), 8.59 (d, J=8.1, 1H), 8.42 (dd, J=1.6, 4.7, 1H), 8.00 (d, J=8.8, 1H), 7.70 (m, 2H), 7.60 (d, J=6.9, 2H), 7.41 (d, J=2.1, 1H), 7.25 (dd, J=4.7, 8.0, 1H), 6.97 (dd, J=2.2, 8.8, 1H), 4.63 (s, 2H).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-e713397e43214073be2910da99e061fd
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

Loading…