3-(2-Methoxyethyl)-2,3,4,5-tetrahydro-1h-3-benzazepin-7-amine → HCID 178495774, compound

HRID 1041211Notes

Reaction equation

HRID 1041211 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:10]=[C:11]([C:14]([NH2:16])=[O:15])[NH:12][N:13]=2)[C:5]([Cl:17])=[CH:4][N:3]=1.[CH3:18][O:19][CH2:20][CH2:21][N:22]1[CH2:28][CH2:27][C:26]2[CH:29]=[C:30]([NH2:33])[CH:31]=[CH:32][C:25]=2[CH2:24][CH2:23]1>>[Cl:17][C:5]1[C:6]([NH:8][C:9]2[NH:13][N:12]=[C:11]([C:14]([NH2:16])=[O:15])[CH:10]=2)=[N:7][C:2]([NH:33][C:30]2[CH:31]=[CH:32][C:25]3[CH2:24][CH2:23][N:22]([CH2:21][CH2:20][O:19][CH3:18])[CH2:28][CH2:27][C:26]=3[CH:29]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 574160893-(2-Methoxyethyl)-2,3,4,5-tetrahydro-1h-3-benzazepin-7-amineHCID 86633952HCID 86633952, compound

Product 1

HCID 178495774HCID 178495774, compound

Procedure

The title compound was prepared from 5-(2,5-dichloropyrimidin-4-ylamino)-2H-pyrazole-3-carboxylic acid amide (70 mg, 0.2 mmol) and 3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine (57 mg, 0.256 mmol) in an analogous manner to Example 946 to afford a tan solid (66 mg, 60%). Mp: 208-10° C. LCMS (m/e) 457 (M+1); 1H-NMR (d6-dmso, 400 MHz) δ 10.08 (s, 1H), 9.73 (m, 1H), 9.49 (s, 1H), 8.63 (br s, 1H), 8.15 (s, 1H), 7.80 (br s, 1H), 7.52 (m, 3H), 7.16 (d, J=8 Hz, 1H), 3.70 (m, 6H), 3.40 (m, 2H), 3.36 (s, 3H), 3.27-2.90 (m, 6H).

Sources & evidence

ORD record
ord-840811d1f29443109f9fe8cf97e89973
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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