Lithium hydroxide, monohydrate → HCID 71186415, compound

HRID 712904Notes

Reaction equation

HRID 712904 reaction equation
[CH3:1][C:2]1([CH3:34])[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[CH:4]([C:19]([NH:21][C@H:22]([C:24]2[CH:33]=[CH:32][C:27]([C:28]([O:30]C)=[O:29])=[CH:26][CH:25]=2)[CH3:23])=[O:20])[CH2:3]1.O[Li].O>>[CH3:34][C:2]1([CH3:1])[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:10]=[CH:11][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][CH:14]=2)[CH:4]([C:19]([NH:21][C@H:22]([C:24]2[CH:25]=[CH:26][C:27]([C:28]([OH:30])=[O:29])=[CH:32][CH:33]=2)[CH3:23])=[O:20])[CH2:3]1

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 71186322HCID 71186322, compound

Product 1

HCID 71186415HCID 71186415, compoundYield 81.5%

Procedure

The title compound (E13) (54.6 mg) was prepared according to the general procedure for esters hydrolysis (Method C) starting from methyl 4-((1S)-1-(4,4-dimethyl-1-(4-(trifluoromethyl)benzyl)piperidine-2-carboxamido)ethyl)benzoate (diastereoisomer 2) (D132b) (69 mg). (LiOH H2O: 4 eq; reaction time: 18 hrs)

Sources & evidence

ORD record
ord-3f55fccb6a8d44de8d9a9b8af7fc31b0
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

Loading…