7-Amino-1,5,5-trimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one → HCID 67264343, compound

HRID 1041553Notes

Reaction equation

HRID 1041553 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][C:5]2[N:6]([CH3:14])[C:7](=[O:13])[CH2:8][CH2:9][C:10]([CH3:12])([CH3:11])[C:4]=2[CH:3]=1.Cl[C:18]1[N:23]=[C:22]([NH:24][C@@H:25]2[C@@H:30]3[CH2:31][C@@H:27]([CH:28]=[CH:29]3)[C@@H:26]2[C:32]([NH2:34])=[O:33])[C:21]([Cl:35])=[CH:20][N:19]=1>>[Cl:35][C:21]1[C:22]([NH:24][C@@H:25]2[C@@H:30]3[CH2:31][C@@H:27]([CH:28]=[CH:29]3)[C@@H:26]2[C:32]([NH2:34])=[O:33])=[N:23][C:18]([NH:1][C:2]2[CH:16]=[CH:15][C:5]3[N:6]([CH3:14])[C:7](=[O:13])[CH2:8][CH2:9][C:10]([CH3:12])([CH3:11])[C:4]=3[CH:3]=2)=[N:19][CH:20]=1

Participants

3

Reactant 2

HCID 197602147-Amino-1,5,5-trimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-oneHCID 57522618HCID 57522618, compound

Product 1

HCID 67264343HCID 67264343, compound

Procedure

The title compound was prepared in an analogous manner to the preparation of example 381 by combining 7-Amino-1,5,5-trimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one and (1S,2S,3R,4R)-3-(2,5-Dichloro-pyrimidin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide to yield an off-white solid, (64%). mp 233° C.; LCMS: m/z=481.06 (M+H+), 1H NMR (400 MHz, DMSO-d6) δ 9.33 (s, 1H), 7.97 (m, 2H), 7.79 (m, 2H), 7.51 (s, 1H), 7.24 (m, 2H), 6.33 (m, 2H), 4.15 (m, 1H), 3.16 (s, 3H), 2.89 (s, 1H), 2.78 (s, 1H), 2.54 (s, 1H), 2.12 (m, 3H), 1.94 (m, 2H), 1.41 (m, 1H), 1.25 (s, 6H).

Workup

  1. customto yield an off-white solid, (64%)

Sources & evidence

ORD record
ord-a3a8c23587224438a0555cd2245a1725
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

Loading…