Lithium Hydroxide → HCID 68828638, compound

HRID 1783473Notes

Reaction equation

HRID 1783473 reaction equation
C[O:2][C:3]([CH:5]1[CH2:9][CH:8]([N:10]2[N:14]=[N:13][C:12]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=3[F:22])=[N:11]2)[CH2:7][N:6]1[C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=[O:4].[Li+].[OH-]>CO>[C:26]([O:25][C:23]([N:6]1[CH2:7][C@@H:8]([N:10]2[N:14]=[N:13][C:12]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=3[F:22])=[N:11]2)[CH2:9][C@H:5]1[C:3]([OH:4])=[O:2])=[O:24])([CH3:29])([CH3:27])[CH3:28]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 66915956HCID 66915956, compound

Product 1

HCID 68828638HCID 68828638, compoundYield 73.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-[5-(2,4-difluoro-phenyl)-tetrazol-2-yl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (0.14 g, 0.34 mmol) in MeOH (25 ml) cooled to 0 degree was added LiOH (0.06 g, 1.36 mmol), and the mixture was stirred overnight. After removal of MeOH, the residue was acidified with 2M HCl. The aqueous layer was extracted with EA, the organic solution was dried and concentrated to give title product as yellow oil (0.1 g, 0.25 mmol). MS m/e=396.3 [M+H]+.

Workup

  1. customAfter removal of MeOH
  2. extractionThe aqueous layer was extracted with EA
  3. customthe organic solution was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-982829d1b8824b38806b2ebcd6513025
Source dataset
uspto-grants-2009_03
Patent number
US07501422B2

Reaction notes

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