Cyclopropanecarbonyl chloride → N-[3-(4-Piperidinyl)phenyl]cyclopropanecarboxamide

HRID 1832254Notes

Reaction equation

[CH3:1][CH:2]([CH3:18])[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.C1(C(Cl)=O)CC1>>[NH:29]1[CH2:28][CH2:27][CH:26]([C:22]2[CH:21]=[C:20]([NH:19][C:3]([CH:2]3[CH2:18][CH2:1]3)=[O:4])[CH:25]=[CH:24][CH:23]=2)[CH2:31][CH2:30]1

Participants

Reactant 3

HCID 77637Cyclopropanecarbonyl chloride

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

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

Product 1

HCID 22048669N-[3-(4-Piperidinyl)phenyl]cyclopropanecarboxamide

Procedure

Prepared by the procedure for 2-methyl-N-[4-(4-piperidinyl)phenyl]propanamide using tert-butyl 4-(3-aminophenyl)-1-piperidinecarboxylate and cyclopropanecarbonyl chloride: Anal. Calcd for C15H20N2O+0.15CH2Cl2: C, 70.8; H, 7.87; N, 10.9. found: C, 70.9; H, 7.68; N, 11.1; ESMS m/e: 245.0 (M+H)+.

Sources & evidence

ORD record: ord-afa9d0f4ad7744bd9d1d41e513cc1d25
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07067534B1

Reaction notes

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