HCID 67264521, compound → HCID 66830664, compound

HRID 1687671Notes

Reaction equation

HRID 1687671 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH:5][CH:6]1[CH2:12][C:11]([CH3:14])([CH3:13])[C:10]2[CH:15]=[CH:16][C:17]([NH2:19])=[CH:18][C:9]=2[NH:8][CH2:7]1.Cl[C:21]1[N:26]=[C:25]([NH:27][C:28]2[C:37]([F:38])=[CH:36][CH:35]=[CH:34][C:29]=2[C:30]([NH:32][CH3:33])=[O:31])[C:24]([Cl:39])=[CH:23][N:22]=1>>[Cl:39][C:24]1[C:25]([NH:27][C:28]2[C:37]([F:38])=[CH:36][CH:35]=[CH:34][C:29]=2[C:30]([NH:32][CH3:33])=[O:31])=[N:26][C:21]([NH:19][C:17]2[CH:16]=[CH:15][C:10]3[C:11]([CH3:14])([CH3:13])[CH2:12][CH:6]([NH:5][CH2:4][CH2:3][O:2][CH3:1])[CH2:7][NH:8][C:9]=3[CH:18]=2)=[N:22][CH:23]=1

Participants

3

Reactant 2

HCID 67264521HCID 67264521, compoundHCID 717421912-(2,5-Dichloropyrimidin-4-ylamino)-3-fluoro-N-methyl-benzamide

Product 1

HCID 66830664HCID 66830664, compound

Procedure

2-{5-Chloro-2-[3-(2-methoxy-ethylamino)-5,5-dimethyl-2,3,4,5-tetrahydro-1H-1-benzazepin-8-ylamino]-pyrimidin-4-ylamino}-3-fluoro-N-methyl-benzamide was prepared from N(3)-(2-Methoxy-ethyl)-5,5-dimethyl-2,3,4,5-tetrahydro-1H-1-benzazepine-3,8-diamine and 2-(2,5-Dichloro-pyrimidin-4-ylamino)-3-fluoro-N-methyl-benzamide in an analogous manner to Example 1d. Title compound was isolated as a white solid (29 mg, 27%), HPLC purity=90%, LCMS 544 (M+H), 1H-NMR (DMSO-d6, 400 MHz) δ 9.22 (s, 1H), 9.12 (s, 1H), 8.51-8.47 (m, 3H), 8.13 (s, 1H), 7.52-7.50 (m, 2H), 7.45-7.38 (m, 1H), 6.97 (s, 2H), 6.91 (s, 1H), 4.95-4.88 (m, 1H), 3.62-3.58 (m, 2H), 3.55-3.42 (m, 2H), 3.33 (s, 3H), 3.22-3.18 (m, 2H), 2.73-2.67 (d, 3H), 1.96-1.92 (m, 1H), 1.73-1.70 (m, 1H), 1.36 (s, 3H), 1.23 (s, 3H).

Sources & evidence

ORD record
ord-5012498685034cda91e12fccb72157ae
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

Loading…