3-(2-Methoxyethyl)-2,3,4,5-tetrahydro-1h-3-benzazepin-7-amine → HCID 66830018, compound

HRID 1041187Notes

Reaction equation

HRID 1041187 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:10]=2[C:11]([NH:13][CH3:14])=[O:12])[C:5]([C:20]([F:23])([F:22])[F:21])=[CH:4][N:3]=1.[CH3:24][O:25][CH2:26][CH2:27][N:28]1[CH2:34][CH2:33][C:32]2[CH:35]=[C:36]([NH2:39])[CH:37]=[CH:38][C:31]=2[CH2:30][CH2:29]1>>[CH3:24][O:25][CH2:26][CH2:27][N:28]1[CH2:34][CH2:33][C:32]2[CH:35]=[C:36]([NH:39][C:2]3[N:7]=[C:6]([NH:8][C:9]4[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:10]=4[C:11]([NH:13][CH3:14])=[O:12])[C:5]([C:20]([F:23])([F:22])[F:21])=[CH:4][N:3]=3)[CH:37]=[CH:38][C:31]=2[CH2:30][CH2:29]1

Participants

3

Reactant 2

HCID 574160893-(2-Methoxyethyl)-2,3,4,5-tetrahydro-1h-3-benzazepin-7-amineHCID 86633944HCID 86633944, compound

Product 1

HCID 66830018HCID 66830018, compound

Procedure

The title compound was prepared from 2-(2-chloro-5-trifluoromethyl-pyrimidin-4-ylamino)-3,N-dimethyl-benzamide and 3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine in an analogous manner to Example 195 to afford a white solid (29 mg, 47%). Mp: 73-6° C. LCMS (m/e) 529 (M+1); 1H-NMR (CDCl3, 400 MHz) δ 8.40 (s, 1H), 8.30 (s, 1H), 7.39 (m, 2H), 7.31 (m, 1H), 7.10 (s, 1H), 6.99 (br s, 1H), 6.84 (br s, 1H), 6.00 (br s, 1H), 3.55 (t, 2H, J=5 Hz), 3.39 (s, 3H), 2.88 (d, J=5 Hz, 3H), 2.90 (m, 2H), 2.74 (t, J=5 Hz, 2H), 2.70-2.63 (m, 6H), 2.23 (s, 3H).

Sources & evidence

ORD record
ord-d42cb70275c048e69b2229b865231fc5
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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