8-Methoxy-3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-amine → HCID 131729606, compound

HRID 1041350Notes

Reaction equation

HRID 1041350 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH2:18])=[CH:5][C:6]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][O:15][CH3:16])[CH2:9][CH2:8][C:7]=2[CH:17]=1.Cl[C:20]1[N:25]=[C:24]([NH:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[N:33]2[CH:37]=[CH:36][CH:35]=[N:34]2)[C:23]([Cl:38])=[CH:22][N:21]=1>>[Cl:38][C:23]1[C:24]([NH:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[N:33]2[CH:37]=[CH:36][CH:35]=[N:34]2)=[N:25][C:20]([NH:18][C:4]2[C:3]([O:2][CH3:1])=[CH:17][C:7]3[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][O:15][CH3:16])[CH2:11][CH2:12][C:6]=3[CH:5]=2)=[N:21][CH:22]=1

Participants

3

Reactant 2

HCID 574161508-Methoxy-3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-amineHCID 57853883(2,5-Dichloro-pyrimidin-4-yl)-(2-pyrazol-1-yl-phenyl)-amine

Product 1

HCID 131729606HCID 131729606, compoundYield 54.2%

Procedure

Following a procedure analogous to Example 113, 8-Methoxy-3-(2-methoxy-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine (45 mgs) and (2,5-Dichloro-pyrimidin-4-yl)-(2-pyrazol-1-yl-phenyl)-amine (50 mgs) were combined to give the title compound (46 mgs) as a white foam. 1H-NMR (CDCl3): δ 10.16 (s, 1H), 8.54 (d, J=8.3 Hz, 1H), 8.06 (s, 2H), 7.85 (d, J=15.2 Hz, 2H), 7.47 (s, 1H), 7.41-7.35 (m, 2H), 7.21-7.18 (m, 1H), 6.65 (s, 1H), 6.53 (s, 1H), 3.87 (s, 3H), 3.60-3.57 (m, 2H), 3.40 (s, 3H), 2.91-2.80 (m, 10H). LC/MS: found (M+H)+=520.16; MP:42-50° C.

Sources & evidence

ORD record
ord-9fdef05c3f3845e3a5b3e9b41f1c82b9
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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