Dimethylformamide → HCID 86640843, compound

HRID 1667275Notes

Reaction equation

HRID 1667275 reaction equation
[O:1]=[C:2]1[C:6]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:5][CH2:4][N:3]1[CH2:19][C:20]([OH:22])=O.CN(C)C=O.C(Cl)(=O)C([Cl:31])=O>ClCCl>[O:1]=[C:2]1[C:6]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:5][CH2:4][N:3]1[CH2:19][C:20]([Cl:31])=[O:22]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 673590132-(2-Oxo-3,3-diphenylpyrrolidin-1-yl)acetic acid

Product 1

HCID 86640843HCID 86640843, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 2-(2-oxo-3,3-diphenylpyrrolidin-1-yl)acetic acid (1.477 g, 5.0 mmol; Example 1C) in dichloromethane (20 mL) was added catalytic amount of N,N-dimethylformamide followed by oxalyl dichloride (2.0 Min dichloromethane, 3.75 mL, 7.5 mmol). After stirring for 60 minutes, the reaction was concentrated, dried under high vacuum overnight. The resulting material was taken for further reactions without additional purification.

Workup

  1. concentrationthe reaction was concentrated
  2. customdried under high vacuum overnight
  3. customThe resulting material was taken for further reactions without additional purification

Sources & evidence

ORD record
ord-c7162fec2b2045beb34f217c3e2949a9
Source dataset
uspto-grants-2011_10
Patent number
US08044069B2

Reaction notes

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