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tert-Butyl carbamate → Methyl 4-(1-(4,4-difluoropiperidine-2-carboxamido)cyclopropyl)benzoate

HRID 712849
Notes
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Reaction equation

HRID 712849 reaction equation
C(=O)(OC(C)(C)C)N.[F:9][C:10]1([F:39])[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH:12]([C:23](=[O:38])[NH:24][C:25]2([C:28]3[CH:33]=[CH:32][C:31]([C:34]([O:36][CH3:37])=[O:35])=[CH:30][CH:29]=3)[CH2:27][CH2:26]2)[CH2:11]1>>[F:39][C:10]1([F:9])[CH2:15][CH2:14][NH:13][CH:12]([C:23]([NH:24][C:25]2([C:28]3[CH:33]=[CH:32][C:31]([C:34]([O:36][CH3:37])=[O:35])=[CH:30][CH:29]=3)[CH2:26][CH2:27]2)=[O:38])[CH2:11]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 77922tert-Butyl carbamateHCID 117966874Tert-butyl 4,4-difluoro-2-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)piperidine-1-carboxylate

Product 1

HCID 71186486Methyl 4-(1-(4,4-difluoropiperidine-2-carboxamido)cyclopropyl)benzoateYield 94.6%

Procedure

The title compound (D99) (500 mg) was prepared according to the general procedure for t-Butyl carbamate (Boc) cleavage starting from tert-butyl 4,4-difluoro-2-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)piperidine-1-carboxylate (D68) (685 mg)

Sources & evidence

ORD record
ord-68e1cbdbd6cd470fba205a3a006be5c8
Source dataset
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09181279B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes