HCID 79632991, compound → HCID 131729579, compound

HRID 1687383Notes

Reaction equation

HRID 1687383 reaction equation
[F:1][CH:2]([F:18])[CH2:3][N:4]1[CH2:10][CH2:9][C:8]2[CH:11]=[C:12]([NH2:17])[C:13]([O:15][CH3:16])=[CH:14][C:7]=2[CH2:6][CH2:5]1.[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([O:35][CH3:36])=[C:24]([NH:26][C:27]2[C:32]([Cl:33])=[CH:31][N:30]=[C:29](Cl)[N:28]=2)[CH:25]=1>>[Cl:33][C:32]1[C:27]([NH:26][C:24]2[CH:25]=[C:20]([Cl:19])[CH:21]=[CH:22][C:23]=2[O:35][CH3:36])=[N:28][C:29]([NH:17][C:12]2[C:13]([O:15][CH3:16])=[CH:14][C:7]3[CH2:6][CH2:5][N:4]([CH2:3][CH:2]([F:1])[F:18])[CH2:10][CH2:9][C:8]=3[CH:11]=2)=[N:30][CH:31]=1

Participants

3

Reactant 2

HCID 79632991HCID 79632991, compoundHCID 866339233-(2,2-Difluoro-ethyl)-8-methoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine

Product 1

HCID 131729579HCID 131729579, compound

Procedure

The title compound was prepared from 3-(2,2-Difluoro-ethyl)-8-methoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine and (5-Chloro-2-methoxy-phenyl)-(2,5-dichloro-pyrimidin-4-yl)-amine in an analogous manner to Example 61e. Product isolated as an off-white solid (0.053 g, 70%). MP: 172-178° C. 1H NMR (400 MHz, CDCl3, δ, ppm): 8.47 (s, 1H), 8.11-8.09 (m, 1H), 8.01 (s, 1H), 7.77 (s, 1H), 7.43 (s, 1H), 7.03-6.98 (m, 1H), 6.86-6.82 (m, 1H), 6.65 (s, 1H), 6.07-5.74 (m, 1H), 3.93 (s, 3H), 3.88 (s, 3H), 2.97-2.74 (m, 10H). MS: 524 (MH)+.

Sources & evidence

ORD record
ord-47a7dcc6a67b416999c912691ad1056a
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

Loading…