2,6-Dichlorobenzoyl chloride → N-[3-(2,6-Dichlorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-5-yl]cyclopropanecarboxamide

HRID 875433Notes

Reaction equation

HRID 875433 reaction equation
[NH:1]1[C:5]2=[CH:6][N:7]=[C:8]([NH:10][C:11]([CH:13]3[CH2:15][CH2:14]3)=[O:12])[CH:9]=[C:4]2[CH:3]=[CH:2]1.[Cl:16][C:17]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:18]=1[C:19](Cl)=[O:20]>>[Cl:16][C:17]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:18]=1[C:19]([C:3]1[C:4]2[C:5](=[CH:6][N:7]=[C:8]([NH:10][C:11]([CH:13]3[CH2:14][CH2:15]3)=[O:12])[CH:9]=2)[NH:1][CH:2]=1)=[O:20]

Participants

3

Reactant 2

HCID 783922,6-Dichlorobenzoyl chlorideHCID 86720641N-(1H-Pyrrolo[2,3-c]pyridin-5-yl)cyclopropanecarboxamide

Product 1

HCID 86720640N-[3-(2,6-Dichlorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-5-yl]cyclopropanecarboxamide

Procedure

1H NMR (400 MHz, DMSO-d6): δ 12.00 (br. s., 1H), 10.75 (br. s., 1H), 8.84-8.93 (m, 1H), 8.13 (d, J=5.27 Hz, 1H), 8.06 (s, 2H), 7.94 (br. s., 1H), 3.45-3.51 (m, 4H), 3.29 (s, 3H), 2.19 (s, 3H). MS: 449.81 (M+), 451.78 (M+2). N-[3-(2,6-Dichlorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-5-yl]cyclopropanecarboxamide was prepared using N-(1H-pyrrolo[2,3-c]pyridin-5-yl)cyclopropane carboxamide and 2,6-dichloro benzoyl chloride (Compound No. 18).

Sources & evidence

ORD record
ord-8b966aea54894bfd988e24f6bee989ee
Source dataset
uspto-grants-2015_03
Patent number
US08980911B2

Reaction notes

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