8-Amino-1-ethyl-5,5-dimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one → HCID 66830649, compound

HRID 1041562Notes

Reaction equation

HRID 1041562 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]([CH3:13])([CH3:12])[CH2:10][CH2:9][C:8](=[O:14])[N:7](CC)[C:6]=2[CH:17]=1.Cl[C:19]1[N:24]=[C:23]([NH:25][C:26]2[CH:35]=[CH:34][CH:33]=[CH:32][C:27]=2[O:28][CH2:29][C:30]#[N:31])[C:22]([Cl:36])=[CH:21][N:20]=1>>[Cl:36][C:22]1[C:23]([NH:25][C:26]2[CH:35]=[CH:34][CH:33]=[CH:32][C:27]=2[O:28][CH2:29][C:30]#[N:31])=[N:24][C:19]([NH:1][C:2]2[CH:3]=[CH:4][C:5]3[C:11]([CH3:12])([CH3:13])[CH2:10][CH2:9][C:8](=[O:14])[NH:7][C:6]=3[CH:17]=2)=[N:20][CH:21]=1

Participants

3

Reactant 2

HCID 672640658-Amino-1-ethyl-5,5-dimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-oneHCID 86633910[2-(2,5-Dichloropyrimidin-4-ylamino)-phenoxy]acetonitrile

Product 1

HCID 66830649HCID 66830649, compound

Procedure

The title compound was prepared with a procedure analogous to that used to prepare example 381 by combining 8-Amino-1-ethyl-5,5-dimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one and [2-(2,5-Dichloro-pyrimidin-4-ylamino)-phenoxy]-acetonitrile to yield a yellow solid. LCMS: m/z=463.13 (M+H+), 1H NMR (400 MHz, CDCl3) δ 8.30 (d, 1H, J=7.8 Hz), 8.12 (s, 1H), 7.51 (s, 1H), 7.46 (s, 1H), 7.33 (d, 1H, J=8.6 Hz), 7.13 (m, 6H), 4.90 (s, 2H), 2.43 (m, 2H), 2.11 (m, 2H), 1.41 (s, 6H).

Workup

  1. customto prepare example 381
  2. customto yield a yellow solid

Sources & evidence

ORD record
ord-ae6424962af44301be9fe06575ac2356
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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