1-Methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamine → HCID 131729602, compound

HRID 1687484Notes

Reaction equation

HRID 1687484 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.[CH3:24][O:25][C:26]1[C:31]2[CH2:32][CH2:33][CH:34]([N:37]3[CH2:42][CH2:41][O:40][CH2:39][CH2:38]3)[CH2:35][CH2:36][C:30]=2[CH:29]=[CH:28][C:27]=1[NH2:43]>>[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:43][C:27]2[CH:28]=[CH:29][C:30]3[CH2:36][CH2:35][CH:34]([N:37]4[CH2:42][CH2:41][O:40][CH2:39][CH2:38]4)[CH2:33][CH2:32][C:31]=3[C:26]=2[O:25][CH3:24])=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 575226211-Methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamineHCID 86633851(2,5-Dichloropyrimidin-4-yl)-(2-methoxy-4-morpholin-4-yl-phenyl)-amine

Product 1

HCID 131729602HCID 131729602, compound

Conditions

Temperature
130 °C

Procedure

The title compound was prepared from (2,5-dichloro-pyrimidin-4-yl)-(2-methoxy-4-morpholin-4-yl-phenyl)-amine and 1-methoxy-7-morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamine in an analogous manner to Example 179, heating at 130° C. Product was isolated as a greenish-brown foam (23.4, 18%). LCMS (m/e) 595 (M+H); 1H NMR (CDCl3, 400 MHz) δ 8.26 (d, 1H, J=9.6 Hz), 8.05 (d, 1H, J=8.34 Hz), 8.03 (s, 1H), 7.55 (s, 1H), 7.38 (s, 1H), 6.84 (d, 1H, J=8.09 Hz), 6.54 (m, 2H), 3.90 (m, 7H), 3.72 (m, 7H), 3.33 (m, 1H), 3.17 (m, 4H), 2.84 (t, 1H, J=7.32 Hz), 2.58-2.69 (m, 6H), 2.37 (t, 1H, J=12.1 Hz), 2.13 (m, 2H), 1.41 (m, 2H).

Workup

  1. customProduct was isolated as a greenish-brown foam (23.4, 18%)

Sources & evidence

ORD record
ord-882a5f2d95a945d59277b4fc03a563f4
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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