Lithium Hydroxide → HCID 66770463, compound

HRID 1697611Notes

Reaction equation

HRID 1697611 reaction equation
C[O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([F:22])([F:21])[F:20])(=[O:12])=[O:11])[CH2:7][N:6]1[C:23]1[N:24]([CH2:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[N:25]=[C:26]([CH3:28])[CH:27]=1)=[O:4].COC([C@H]1C[C@@H](S(C2C=CC=CC=2C(F)(F)F)(=O)=O)CN1C1N(CCC2C=CC=CC=2)N=C(C)C=1)=O.[OH-].[Li+].CC1C=C(N2C[C@H](S(C3C=CC=CC=3C(F)(F)F)(=O)=O)C[C@@H]2C(O)=O)N(CCC2C=CC=CC=2)N=1>>[CH3:28][C:26]1[CH:27]=[C:23]([N:6]2[CH2:7][C@H:8]([S:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[C:19]([F:20])([F:22])[F:21])(=[O:12])=[O:11])[CH2:9][C@H:5]2[C:3]([OH:4])=[O:2])[N:24]([CH2:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[N:25]=1

Participants

5

Reactant 4

HCID 3939Lithium HydroxideHCID 66770479HCID 66770479, compoundHCID 66770750HCID 66770750, compoundHCID 66771188HCID 66771188, compound

Product 1

HCID 66770463HCID 66770463, compound

Procedure

In analogy to the procedure described in example 253e, a mixture of (2S,4R)-1-(5-methyl-2-phenethyl-2H-pyrazol-3-yl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester and (2R,4R)-1-(5-methyl-2-phenethyl-2H-pyrazol-3-yl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester was saponified in the presence of lithium hydroxide to give a mixture of the title compound and (2R,4R)-1-(5-methyl-2-phenethyl-2H-pyrazol-3-yl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid as yellow oil which was used in the next step without further purification.

Workup

  1. customto give

Sources & evidence

ORD record
ord-73b5a628ada44c12a9ab28eca97f5572
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

Loading…