Lithium Hydroxide → HCID 66770766, compound

HRID 1697607Notes

Reaction equation

HRID 1697607 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]([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH3:36])[CH:30]=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(C2C=CC=C(OC)C=2)N=C(C)C=1)=O.[OH-].[Li+].COC1C=C(N2C(N3C[C@H](S(C4C=CC=CC=4C(F)(F)F)(=O)=O)C[C@@H]3C(O)=O)=CC(C)=N2)C=CC=1>>[CH3:36][O:35][C:31]1[CH:30]=[C:29]([N:24]2[C:23]([N:6]3[CH2:7][C@H:8]([S:10]([C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=4[C:19]([F:21])([F:22])[F:20])(=[O:12])=[O:11])[CH2:9][C@H:5]3[C:3]([OH:4])=[O:2])=[CH:27][C:26]([CH3:28])=[N:25]2)[CH:34]=[CH:33][CH:32]=1

Participants

5

Reactant 4

HCID 3939Lithium HydroxideHCID 66770729HCID 66770729, compoundHCID 66770765HCID 66770765, compoundHCID 66771248HCID 66771248, compound

Product 1

HCID 66770766HCID 66770766, compound

Procedure

In analogy to the procedure described in example 253e, a mixture of (2S,4R)-1-[2-(3-methoxy-phenyl)-5-methyl-2H-pyrazol-3-yl]-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester and (2R,4R)-1-[2-(3-methoxy-phenyl)-5-methyl-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-[2-(3-methoxy-phenyl)-5-methyl-2H-pyrazol-3-yl]-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid as orange solid which was used in the next step without further purification. MS (ESI): m/z=510.2 [M+H]+.

Workup

  1. customto give

Sources & evidence

ORD record
ord-925f5133f7704c69a808fd30b10eb2ec
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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