Hydrochloric Acid → 1-{2-Oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-piperazin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid

HRID 1157185Notes

Reaction equation

HRID 1157185 reaction equation
C[O:2][C:3]([CH:5]1[CH2:9][CH2:8][N:7]([CH2:10][C:11](=[O:30])[N:12]2[CH2:17][CH2:16][N:15]([C:18]3[CH:23]=[CH:22][C:21]([C:24]4[N:29]=[CH:28][CH:27]=[CH:26][N:25]=4)=[CH:20][CH:19]=3)[CH2:14][CH2:13]2)[CH2:6]1)=[O:4].[OH-].[Li+].Cl>CO>[O:30]=[C:11]([N:12]1[CH2:17][CH2:16][N:15]([C:18]2[CH:23]=[CH:22][C:21]([C:24]3[N:25]=[CH:26][CH:27]=[CH:28][N:29]=3)=[CH:20][CH:19]=2)[CH2:14][CH2:13]1)[CH2:10][N:7]1[CH2:8][CH2:9][CH:5]([C:3]([OH:4])=[O:2])[CH2:6]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 674190531-{2-Oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-piperazin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid methyl ester2×

Product 1

HCID 674194121-{2-Oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-piperazin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-{2-Oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-piperazin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid methyl ester (compound 11 from Step 8, 3.3 gm, 8.06 mmol) was dissolved in methanol and 10 ml of 1 N lithium hydroxide added. The reaction mixture was stirred for 18 hrs. 10 ml of 1 N HCl was added to the reaction mixture and evaporated to a white solid (3.94 gm)

Workup

  1. customevaporated to a white solid (3.94 gm)

Sources & evidence

ORD record
ord-79129f4af69549a7a9f2b0f1b8d21a9a
Source dataset
uspto-grants-2010_10
Patent number
US07807672B2

Reaction notes

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