Dimethylformamide → HCID 53979783, compound

HRID 1288826Notes

Reaction equation

HRID 1288826 reaction equation
[CH2:1]([C:3]1([CH2:32][CH3:33])[C:6](=[O:7])[N:5]([C:8]([NH:10][CH:11]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)[CH2:12][CH2:13][CH3:14])=[O:9])[CH:4]1[O:22][C:23]1[CH:31]=[CH:30][C:26]([C:27](O)=[O:28])=[CH:25][CH:24]=1)[CH3:2].CN(C)C=O.C(Cl)(=O)C([Cl:42])=O>C(Cl)Cl>[CH2:1]([C:3]1([CH2:32][CH3:33])[C:6](=[O:7])[N:5]([C:8]([NH:10][CH:11]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)[CH2:12][CH2:13][CH3:14])=[O:9])[CH:4]1[O:22][C:23]1[CH:31]=[CH:30][C:26]([C:27]([Cl:42])=[O:28])=[CH:25][CH:24]=1)[CH3:2]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 21849578HCID 21849578, compound

Product 1

HCID 53979783HCID 53979783, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.150 g of [S-(R*,S*)] 4-((3,3-diethyl-1-(((1-(4-methylphenyl)butyl)amino)-carbonyl)-4-oxo-2-azetidinyl)oxy)benzoic acid in 5 ml methylene chloride containing a catalytic amount of dimethylformamide is added 0.5 ml of oxalyl chloride. The mixture is stirred at room temperature for 30 minutes and then concentrated in vacuo to yield (S-(R*,S*))-4-((3,3-diethyl-1-((1-(4-methyl-phenyl)-butylamino)carbonyl)-4-oxo-2-azetidinyl)oxy)-benzoyl chloride.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b8101047610b4fafab0249388a92207a
Source dataset
uspto-grants-1998_05
Patent number
US05747485

Reaction notes

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