Hydrochloric Acid → HCID 68909919, compound

HRID 732715Notes

Reaction equation

HRID 732715 reaction equation
C1COCC1.[CH3:6][O:7][C:8]1[CH:9]=[C:10]([C@H:14]([NH:16][CH2:17][C@@H:18]2[C@@H:22]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:21][N:20]([C:29]([O:31][C:32]3[CH:37]=[CH:36][C:35]([C:38]([O:40]C)=[O:39])=[CH:34][CH:33]=3)=[O:30])[CH2:19]2)[CH3:15])[CH:11]=[CH:12][CH:13]=1.[OH-].[Li+].Cl>CO.O>[CH3:6][O:7][C:8]1[CH:9]=[C:10]([C@H:14]([NH:16][CH2:17][C@@H:18]2[C@@H:22]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:21][N:20]([C:29]([O:31][C:32]3[CH:33]=[CH:34][C:35]([C:38]([OH:40])=[O:39])=[CH:36][CH:37]=3)=[O:30])[CH2:19]2)[CH3:15])[CH:11]=[CH:12][CH:13]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 68912770HCID 68912770, compound

Product 1

HCID 68909919HCID 68909919, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A 2.0 ml THF, 1.0 ml water and 0.5 ml methanol mixed solution of 261 mg of 4-(methoxycarbonyl)phenyl(3S,4S)-3-({[(1R)-1-(3-methoxyphenyl)ethyl]amino}methyl)-4-phenylpyrrolidine-1-carboxylate was mixed with 45 mg of lithium hydroxide and stirred at room temperature for 20 hours. The reaction solution was acidified by adding 1 M hydrochloric acid and post-treated and purified in the standard method to obtain 136 ml of 4-({[(3S,4S)-3-({[(1R)-1-(3-methoxyphenyl)ethyl]amino}methyl)-4-phenylpyrrolidin-1-yl]carbonyl}oxy)benzoic acid as a colorless amorphous substance.

Workup

  1. additionpost-treated
  2. custompurified in the standard method

Sources & evidence

ORD record
ord-a9ec2a47a97d419caf68192309eb1417
Source dataset
uspto-grants-2009_09
Patent number
US07585886B2

Reaction notes

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