2,3,4,5-Tetrahydro-benzo[b]oxepin-9-ylamine → 5-Chloro-N*4*-(2-methoxy-phenyl)-N*2*-(2,3,4,5-tetrahydrobenzo[b]oxepin-9-yl)-pyrimidine-2,4-diamine

HRID 1687452Notes

Reaction equation

HRID 1687452 reaction equation
[O:1]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]2[CH:8]=[CH:9][CH:10]=[C:11]([NH2:12])[C:2]1=2.Cl[C:14]1[N:19]=[C:18]([NH:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[O:27][CH3:28])[C:17]([Cl:29])=[CH:16][N:15]=1>>[Cl:29][C:17]1[C:18]([NH:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[O:27][CH3:28])=[N:19][C:14]([NH:12][C:11]2[C:2]3[O:1][CH2:7][CH2:6][CH2:5][CH2:4][C:3]=3[CH:8]=[CH:9][CH:10]=2)=[N:15][CH:16]=1

Participants

3

Reactant 2

HCID 137576312,3,4,5-Tetrahydro-benzo[b]oxepin-9-ylamineHCID 79633486(2,5-Dichloro-pyrimidin-4-yl)-(2-methoxy-phenyl)-amine

Product 1

HCID 1317295935-Chloro-N*4*-(2-methoxy-phenyl)-N*2*-(2,3,4,5-tetrahydrobenzo[b]oxepin-9-yl)-pyrimidine-2,4-diamine

Procedure

The title compound was prepared from 2,3,4,5-tetrahydro-benzo[b]oxepin-9-ylamine and (2,5-dichloro-pyrimidin-4-yl)-(2-methoxy-phenyl)-amine in analogous manner to Example 179. Product was isolated as a light pink solid (20 mg, 30%). LCMS (m/e) 397 (M+H); 1H NMR (DMSO-d6, 400 MHz) δ 8.27 (s, 1H), 8.13 (s, 1H), 8.00 (s, 1H), 7.86 (d, 1H, J=7.3 Hz), 7.72 (d, 1H, J=7.8 Hz), 7.19 (dd, 1H, J=7.3, 8.3 Hz), 7.12 (d, 1H, J=8.3 Hz), 6.94 (td, 1H, J=7.6 Hz), 6.76 (m, 2H), 3.94 (m, 2H), 3.82 (s, 3H), 2.72 (m, 2H), 1.88 (m, 2H), 1.62 (m, 2H).

Sources & evidence

ORD record
ord-c2e0a3718b604560a6c02abba12a16af
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

Loading…