HCID 67263958, compound → HCID 66830590, compound

HRID 1041584Notes

Reaction equation

HRID 1041584 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH2:11][CH2:10][CH2:9][C:8]([CH3:13])([CH3:12])[C:7]2[CH:14]=[CH:15][C:16]([NH2:18])=[CH:17][C:6]1=2.Cl[C:20]1[N:25]=[C:24]([NH:26][C:27]2[C:36]([F:37])=[CH:35][CH:34]=[CH:33][C:28]=2[C:29]([NH:31][CH3:32])=[O:30])[C:23]([Cl:38])=[CH:22][N:21]=1>>[Cl:38][C:23]1[C:24]([NH:26][C:27]2[C:36]([F:37])=[CH:35][CH:34]=[CH:33][C:28]=2[C:29]([NH:31][CH3:32])=[O:30])=[N:25][C:20]([NH:18][C:16]2[CH:15]=[CH:14][C:7]3[C:8]([CH3:13])([CH3:12])[CH2:9][CH2:10][CH2:11][N:5]([CH2:4][CH2:3][O:2][CH3:1])[C:6]=3[CH:17]=2)=[N:21][CH:22]=1

Participants

3

Reactant 2

HCID 67263958HCID 67263958, compoundHCID 717421912-(2,5-Dichloropyrimidin-4-ylamino)-3-fluoro-N-methyl-benzamide

Product 1

HCID 66830590HCID 66830590, compound

Procedure

The title compound was prepared with a procedure analogous to that used to prepare example 381 by combining 1-(2-Methoxy-ethyl)-5,5-dimethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-8-ylamine and 2-(2,5-Dichloro-pyrimidin-4-ylamino)-3-fluoro-N-methyl-benzamide to yield a light yellow solid (23%). LCMS: m/z=527.49 (M+H+), 1H NMR (400 MHz, CDCl3) δ 8.56 (bs, 1H), 8.07 (s, 1H), 7.18 (m, 6H), 6.86 (bs, 1H), 6.74 (d, 1H, J=8.3 Hz), 3.47 (m, 2H), 3.40 (s, 3H), 2.93 (d, 3H, J=4.6 Hz), 2.73 (m, 4H), 1.72 (m, 2H), 1.53 (m, 2H), 1.34 (s, 6H).

Workup

  1. customto prepare example 381

Sources & evidence

ORD record
ord-6806b179fdc64ebab0abb3ad164af80f
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

Loading…