m-Aminoacetanilide → HCID 58327720, compound

HRID 2039745Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][CH:7]=1.Cl[C:13]1[C:14]2[C:21]([C:22]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[CH3:30])=[O:23])=[CH:20][NH:19][C:15]=2[N:16]=[CH:17][N:18]=1>>[CH3:30][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[C:22]([C:21]1[C:14]2[C:13]([NH:1][C:2]3[CH:3]=[C:4]([NH:8][C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][CH:7]=3)=[N:18][CH:17]=[N:16][C:15]=2[NH:19][CH:20]=1)=[O:23]

Participants

Reactant 2

HCID 7604m-Aminoacetanilide

HCID 86654847HCID 86654847, compound

Product 1

HCID 58327720HCID 58327720, compound

Procedure

N-(3-((5-(2-Methylbenzo yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)phenyl)acetamide was synthesized using N-(3-aminophenyl)acetamide and ((4-chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)(o-tolyl)methanone according to the general procedure A. An off-white solid was obtained. M.p.>300° C.; 400 MHz 1HNMR (DMSO-d6) δ 11.36 (s, 1H), 10.01 (s, 1H), 8.46 (s, 1H), 8.06 (s, 1H), 7.73 (d, J=7.6 Hz, 1H), 7.57 (s, 1H), 7.49-7.45 (m, 2H), 7.39-7.28 (m, 4H), 2.34 (s, 3H), 2.02 (s, 3H); LCMS [M+H] 386.

Workup

customAn off-white solid was obtained

Sources & evidence

ORD record: ord-707d73c5754d43c69fb715818cc6cf69
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08580803B2

Reaction notes

Loading…