4-(2,2,2-Trifluoroethyl)aniline → (5SR,6RS)-8-Benzyl-6-hydroxy-2-[4-(2,2,2-trifluoro-ethyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one

HRID 1260487Notes

Reaction equation

HRID 1260487 reaction equation
C(O[C:4]([C:6]1([CH2:20][CH2:21]OC)[CH2:11][CH2:10][N:9]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:8][CH:7]1[OH:19])=[O:5])C.[F:24][C:25]([F:35])([F:34])[CH2:26][C:27]1[CH:32]=[CH:31][C:30]([NH2:33])=[CH:29][CH:28]=1>>[CH2:12]([N:9]1[CH2:10][CH2:11][C:6]2([C:4](=[O:5])[N:33]([C:30]3[CH:31]=[CH:32][C:27]([CH2:26][C:25]([F:24])([F:34])[F:35])=[CH:28][CH:29]=3)[CH2:21][CH2:20]2)[CH:7]([OH:19])[CH2:8]1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 148368584-(2,2,2-Trifluoroethyl)anilineHCID 580566191-Benzyl-3-hydroxy-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 58056622(5SR,6RS)-8-Benzyl-6-hydroxy-2-[4-(2,2,2-trifluoro-ethyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one

Procedure

The title compound was prepared in analogy to example 1 step C from a mixture of (3RS,4SR)-1-benzyl-3-hydroxy-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester and 4-(2,2,2-trifluoro-ethyl)-phenylamine). Light yellow solid. MS (ESI): 419.3 (MH+)

Sources & evidence

ORD record
ord-5e3da13235a745d295a1b52781aee600
Source dataset
uspto-grants-2013_06
Patent number
US08470843B2

Reaction notes

Loading…