4-(Trifluoromethoxy)aniline → 1-(Tert-butoxycarbonyl)-4-[[4-(trifluoromethoxy)phenyl]amino]piperidine

HRID 1726181Notes

Reaction equation

HRID 1726181 reaction equation
[F:1][C:2]([F:12])([F:11])[O:3][C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1.[C:13]([N:20]1[CH2:25][CH2:24][C:23](=O)[CH2:22][CH2:21]1)([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14]>>[C:16]([O:15][C:13]([N:20]1[CH2:25][CH2:24][CH:23]([NH:8][C:7]2[CH:9]=[CH:10][C:4]([O:3][C:2]([F:11])([F:12])[F:1])=[CH:5][CH:6]=2)[CH2:22][CH2:21]1)=[O:14])([CH3:19])([CH3:17])[CH3:18]

Participants

3

Reactant 2

HCID 6008484-(Trifluoromethoxy)anilineHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 66237091-(Tert-butoxycarbonyl)-4-[[4-(trifluoromethoxy)phenyl]amino]piperidineYield 60.2%

Procedure

Using general procedure A, 4-(trifluoromethoxy)aniline (2.09 g, 11.8 mmol) and 1-Boc-4-piperidone (2.6 g, 13.0 mmol) afforded 4-(4-trifluoromethoxy-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester (2.56 g, 60%).

Sources & evidence

ORD record
ord-95ff4182a5e94d7c8d6cd31a7feffa14
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

Loading…