Lithium hydroxide, monohydrate → HCID 71204737, compound

HRID 712905Notes

Reaction equation

HRID 712905 reaction equation
[F:1][CH:2]1[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)[C@@H: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>>[F:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:16])[F:17])=[CH:11][CH:10]=2)[C@@H: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 71204656HCID 71204656, compound

Product 1

HCID 71204737HCID 71204737, compoundYield 69.8%

Procedure

The title compound (E14) (42 mg) was prepared according to the general procedure for esters hydrolysis (Method D) starting from methyl 4-((1S)-1-((2R)-4-fluoro-1-(4-(trifluoromethyl)benzyl)piperidine-2-carboxamido)ethyl)benzoate (D133) (62 mg). (LiOH H2O: 4 eq; reaction time: 5 hrs)

Sources & evidence

ORD record
ord-688d40048d864d1e9ec8501cb487d8b4
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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