3-Amino-N-methylbenzamide → HCID 58327745, compound

HRID 2039747Notes

Reaction equation

HRID 2039747 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([NH:7][CH3:8])=[O:6].Cl[C:13]1[C:14]2[C:21]([C:22]([C:24]3[C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[CH:27]=[CH:26][CH:25]=3)=[O:23])=[CH:20][NH:19][C:15]=2[N:16]=[CH:17][N:18]=1>>[C:24]1([C:22]([C:21]2[C:14]3[C:13]([NH:1][C:2]4[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=4)[C:5]([NH:7][CH3:8])=[O:6])=[N:18][CH:17]=[N:16][C:15]=3[NH:19][CH:20]=2)=[O:23])[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 6765263-Amino-N-methylbenzamideHCID 86654848HCID 86654848, compound

Product 1

HCID 58327745HCID 58327745, compound

Procedure

3-((5-(1-Naphthoyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-N-methylbenzamide was synthesized using 3-amino-N-methylbenzamide and (4-chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)(naphthalen-1-yl)methanone according to the general procedure A. A yellow solid was obtained. M.p.>300° C.; 400 MHz 1HNMR (DMSO-d6) δ 11.53 (s, 1H), 8.48-8.44 (m, 2H), 8.24-8.20 (m, 2H), 8.14 (d, J=8.0 Hz, 1H), 8.06-8.03 (m, 2H), 7.80-7.78 (m, 1H), 7.70 (d, J=2.4 Hz, 1H), 7.64-7.53 (m, 3H), 7.50-7.44 (m, 2H), 2.77 (d, J=4.4 Hz, 3H); LCMS [M+H] 422.

Workup

  1. customA yellow solid was obtained

Sources & evidence

ORD record
ord-ebe3def36cb9470988a412e0a1433db3
Source dataset
uspto-grants-2013_11
Patent number
US08580803B2

Reaction notes

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