Propionyl chloride → N-(1H-pyrrolo[3,2-c]pyridin-4-yl)propanamide

Reaction equation

NC1C2C=CN(C(OCC3C=CC=CC=3)=O)C=2C=CN=1.C(Cl)(=O)CC.[NH:26]1[C:34]2[CH:33]=[CH:32][N:31]=[C:30]([NH:35][C:36]([CH:38]3C[CH2:39]3)=[O:37])[C:29]=2[CH:28]=[CH:27]1>>[NH:26]1[C:34]2[CH:33]=[CH:32][N:31]=[C:30]([NH:35][C:36](=[O:37])[CH2:38][CH3:39])[C:29]=2[CH:28]=[CH:27]1

Participants

Reactant 3

HCID 62324Propionyl chloride

HCID 71061834benzyl 4-amino-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

HCID 86720627N-(1H-pyrrolo[3,2-c]pyridin-4-yl)cyclopropanecarboxamide

Product 1

HCID 86720631N-(1H-pyrrolo[3,2-c]pyridin-4-yl)propanamide

Procedure

This was prepared by treating benzyl 4-amino-1H-pyrrolo[3,2-c]pyridine-1-carboxylate with propionyl chloride following a procedure similar to the one described herein. for intermediate 28.

Workup

customThis was prepared

Sources & evidence

ORD record: ord-8d93c9a7c96448eab0c13dd4118362f5
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08980911B2

Reaction notes

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