4,4-Difluoropiperidine hydrochloride → (S)-tert-butyl 1-(4-((4,4-difluoropiperidin-1-yl)methyl)-3-fluorophenyl)ethylcarbamate

HRID 57394Notes

Reaction equation

HRID 57394 reaction equation
[Al].[F:2][C:3]1[CH:4]=[C:5]([C@@H:11]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH3:12])[CH:6]=[CH:7][C:8]=1[CH:9]=O.Cl.[F:22][C:23]1([F:29])[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>>[F:22][C:23]1([F:29])[CH2:28][CH2:27][N:26]([CH2:9][C:8]2[CH:7]=[CH:6][C:5]([C@@H:11]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH3:12])=[CH:4][C:3]=2[F:2])[CH2:25][CH2:24]1

Participants

4

Reactant 3

HCID 27583514,4-Difluoropiperidine hydrochlorideHCID 5359268AluminumHCID 86730149(S)-tert-butyl 1-(3-fluoro-4-formylphenyl)ethylcarbamate

Product 1

HCID 90415713(S)-tert-butyl 1-(4-((4,4-difluoropiperidin-1-yl)methyl)-3-fluorophenyl)ethylcarbamate

Procedure

Following the procedure for intermediate 111: Title compound was prepared from (S)-tert-butyl 1-(3-fluoro-4-formylphenyl)ethylcarbamate and 4,4-difluoropiperidine hydrochloride as a white solid. LCMS tR=1.63 min; MS m/z 371.5 (M−H).

Sources & evidence

ORD record
ord-3f40672f04234437b94cc209b747090f
Source dataset
uspto-grants-2016_09
Patent number
US09434719B2

Reaction notes

Loading…