2-(7-amino-8-methoxy-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-N,N-dimethylacetamide → HCID 67264170, compound

HRID 1041073Notes

Reaction equation

HRID 1041073 reaction equation
[NH2:1][C:2]1[C:18]([O:19][CH3:20])=[CH:17][C:5]2[CH2:6][CH2:7][N:8]([CH2:11][C:12]([N:14]([CH3:16])[CH3:15])=[O:13])[CH2:9][CH2:10][C:4]=2[CH:3]=1.Cl[C:22]1[N:27]=[C:26]([NH:28][C:29]2[C:39]3[CH2:38][N:37]([S:40]([CH3:43])(=[O:42])=[O:41])[CH2:36][C:35](=[O:44])[NH:34][C:33]=3[CH:32]=[CH:31][C:30]=2[O:45][CH3:46])[C:25]([Cl:47])=[CH:24][N:23]=1>>[Cl:47][C:25]1[C:26]([NH:28][C:29]2[C:39]3[CH2:38][N:37]([S:40]([CH3:43])(=[O:42])=[O:41])[CH2:36][C:35](=[O:44])[NH:34][C:33]=3[CH:32]=[CH:31][C:30]=2[O:45][CH3:46])=[N:27][C:22]([NH:1][C:2]2[C:18]([O:19][CH3:20])=[CH:17][C:5]3[CH2:6][CH2:7][N:8]([CH2:11][C:12]([N:14]([CH3:16])[CH3:15])=[O:13])[CH2:9][CH2:10][C:4]=3[CH:3]=2)=[N:23][CH:24]=1

Participants

3

Reactant 2

HCID 672635242-(7-amino-8-methoxy-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-N,N-dimethylacetamideHCID 86633921HCID 86633921, compound

Product 1

HCID 67264170HCID 67264170, compound

Procedure

The title compound was prepared from 2-(7-Amino-8-methoxy-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-N,N-dimethyl-acetamide and 6-(2,5-Dichloro-pyrimidin-4-ylamino)-4-methanesulfonyl-7-methoxy-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one in an analogous manner to example 730 (0.022 g, 12%). Mp118-121° C.; LCMS (m/e) 673 (M); 1H-NMR (DMSO, 400 MHz) δ 10.25 (s, 1H), 8.57 (s, 1H), 8.05 (s, 1H), 7.95 (s, 1H), 7.43 (s, 1H), 7.30 (s, 1H), 7.19-7.11 (q, 2H, J=9.00 Hz), 6.70 (s, 1H), 5.75 (s, 1H), 4.42-4.40 (br, 2H), 4.40-4.25 (br, 2H), 3.74 (s, 3H), 3.70 (s, 3H), 3.70-3.63 (br, 2H), 3.24 (s, 2H), 3.06-3.05 (d, 3H, J=4.29 Hz), 2.89 (s, 2H), 2.83-2.81 (d, 3H, J=7.83 Hz), 2.78 (s, 2H), 2.73 (s, 2H), 2.73-2.60 (br, 2H), 2.40-2.30 (br, 2H).

Sources & evidence

ORD record
ord-ff15344cfbeb4659966363b3e2d42351
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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