Propionyl chloride → N-[3-(4-Piperidinyl)phenyl]propanamide

HRID 2087248Notes

Reaction equation

[CH3:1][CH:2](C)[C:3](NC1C=CC(C2CCNCC2)=CC=1)=[O:4].[NH2:19][C:20]1[CH:21]=[C:22]([CH:26]2[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH2:27]2)[CH:23]=[CH:24][CH:25]=1.C(Cl)(=O)CC>>[NH:29]1[CH2:28][CH2:27][CH:26]([C:22]2[CH:21]=[C:20]([NH:19][C:3](=[O:4])[CH2:2][CH3:1])[CH:25]=[CH:24][CH:23]=2)[CH2:31][CH2:30]1

Participants

Reactant 3

HCID 62324Propionyl chloride

HCID 219572582-methyl-N-[4-(4-piperidinyl)phenyl]propanamide

HCID 22049268tert-Butyl 4-(3-aminophenyl)piperidine-1-carboxylate

Product 1

HCID 22048836N-[3-(4-Piperidinyl)phenyl]propanamide

Procedure

Prepared by the procedure for 2-methyl-N-[4-(4-piperidinyl)phenyl]propanamide using tert-butyl 4-(3-aminophenyl)-1-piperidinecarboxylate and propanoyl chloride: Anal. Calcd for C14H20N2O: C, 72.2; H, 8.63; N, 12.1. found: C, 72.4; H, 8.68; N, 12.1; ESMS m/e: 233.1.

Sources & evidence

ORD record: ord-e1d945a5c4eb4251a751bff29077b667
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06727264B1

Reaction notes

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