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Propionyl chloride → 7-[5-(Cyclopropylmethoxy)-1,3-benzodioxol-4-yl]-2-methyl-N-(1-propionylpiperidin-4-yl)-1H-pyrrolo[3,2-b]pyridine-3-carboxamide

HRID 2410989
Notes
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Reaction equation

HRID 2410989 reaction equation
Cl.[CH:2]1([CH2:5][O:6][C:7]2[CH:15]=[CH:14][C:10]3[O:11][CH2:12][O:13][C:9]=3[C:8]=2[C:16]2[CH:21]=[CH:20][N:19]=[C:18]3[C:22]([C:26]([NH:28][CH:29]4[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]4)=[O:27])=[C:23]([CH3:25])[NH:24][C:17]=23)[CH2:4][CH2:3]1.[C:35](Cl)(=[O:38])[CH2:36][CH3:37]>>[CH:2]1([CH2:5][O:6][C:7]2[CH:15]=[CH:14][C:10]3[O:11][CH2:12][O:13][C:9]=3[C:8]=2[C:16]2[CH:21]=[CH:20][N:19]=[C:18]3[C:22]([C:26]([NH:28][CH:29]4[CH2:30][CH2:31][N:32]([C:35](=[O:38])[CH2:36][CH3:37])[CH2:33][CH2:34]4)=[O:27])=[C:23]([CH3:25])[NH:24][C:17]=23)[CH2:4][CH2:3]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 62324Propionyl chlorideHCID 677732967-[5-(Cyclopropylmethoxy)-1,3-benzodioxol-4-yl]-2-methyl-N-piperidin-4-yl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide hydrochloride

Product 1

HCID 677745867-[5-(Cyclopropylmethoxy)-1,3-benzodioxol-4-yl]-2-methyl-N-(1-propionylpiperidin-4-yl)-1H-pyrrolo[3,2-b]pyridine-3-carboxamide

Procedure

Starting from 7-[5-(cyclopropylmethoxy)-1,3-benzodioxol-4-yl]-2-methyl-N-piperidin-4-yl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide hydrochloride (example D.f1) and commercially available propionyl chloride the title compound is obtained as colorless solid.

Sources & evidence

ORD record
ord-fdadc168a1ac431faacfce8f302ed0aa
Source dataset
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08816085B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes