7-morpholino-6,7,8,9-tetrahydro-5H-benzo[7]annulen-3-amine → HCID 131729594, compound

HRID 1041148Notes

Reaction equation

HRID 1041148 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:11][C:10]=2[O:21][CH3:22])[C:5]([Cl:23])=[CH:4][N:3]=1.[N:24]1([CH:30]2[CH2:36][CH2:35][C:34]3[CH:37]=[C:38]([NH2:41])[CH:39]=[CH:40][C:33]=3[CH2:32][CH2:31]2)[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>>[Cl:23][C:5]1[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:11][C:10]=2[O:21][CH3:22])=[N:7][C:2]([NH:41][C:38]2[CH:39]=[CH:40][C:33]3[CH2:32][CH2:31][CH:30]([N:24]4[CH2:29][CH2:28][O:27][CH2:26][CH2:25]4)[CH2:36][CH2:35][C:34]=3[CH:37]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 574161367-morpholino-6,7,8,9-tetrahydro-5H-benzo[7]annulen-3-amineHCID 86633851(2,5-Dichloropyrimidin-4-yl)-(2-methoxy-4-morpholin-4-yl-phenyl)-amine

Product 1

HCID 131729594HCID 131729594, compound

Procedure

The title compound was prepared from (2,5-dichloro-pyrimidin-4-yl)-(2-methoxy-4-morpholin-4-yl-phenyl)-amine and 7-Morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamine in an analogous manner as Example 179. Product isolated as a white solid (46 mg, 60%). LCMS (m/e) 565 (M+H); 1H NMR (CDCl3, 400 MHz) δ 8.27 (d, 1H, J=7.6 Hz), 8.00 (s, 1H), 7.59 (s, 1H), 7.38 (s, 1H), 7.35 (d, 1H, J=9.3 Hz), 7.04 (d, 1H, J=8.1 Hz), 6.84 (s, 1H), 6.55 (s, 1H), 6.51 (d, 1H, J=9.3 Hz), 3.92 (s, 3H), 3.90 (m, 5H), 3.69 (m, 4H), 3.16 (m, 4H), 2.81 (2H, m), 2.67 (2H, m), 2.55 (m, 4H), 2.08 (m, 2H), 1.44 (m, 2H).

Sources & evidence

ORD record
ord-281f971dd57f485a82cc1cf4a88d9472
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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