Methanol → HCID 70045154, compound

HRID 35867Notes

Reaction equation

HRID 35867 reaction equation
C([O:3][C:4](=[O:27])[C:5]([C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1[C:12](=[O:26])[CH2:13][CH2:14][C:15](=[O:25])[N:16]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH3:17])=[O:6])C.C(=O)([O-])[O-].[K+].[K+].CO>O>[OH2:3].[CH2:18]([N:16]([CH3:17])[C:15]([CH2:14][CH2:13][C:12]([N:8]1[CH2:9][CH2:10][CH2:11][C@H:7]1[C:5](=[O:6])[C:4]([OH:27])=[O:3])=[O:26])=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 156609222-[(2S)-1-[3-(N-benzyl-N-methylcarbamoyl)propanoyl]pyrrolidin-2-yl]-2-oxoacetic acid ethyl ester

Product 1

HCID 70045154HCID 70045154, compoundYield 150.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 2-[(2S)-1-[3-(N-benzyl-N-methylcarbamoyl) propanoyl]pyrrolidin-2-yl]-2-oxoacetic acid ethyl ester (626 mg), potassium carbonate (277 mg), methanol (7 ml) and water (4 ml) was stirred for 1 hr. at room temperature. Water was added to the reaction solution. The mixture was extracted with EtOAc. The extract was washed, dried and evaporated to give the title compound (458 mg) having the following physical data:

Workup

  1. customat room temperature
  2. extractionThe mixture was extracted with EtOAc
  3. washThe extract was washed
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-4f9439d06f60417e9df04a9770f7efe0
Source dataset
uspto-grants-1995_05
Patent number
US05411974

Reaction notes

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