Potassium Carbonate → HCID 67206808, compound

HRID 1267145Notes

Reaction equation

HRID 1267145 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:21])[C:6]([Cl:20])=[CH:7][C:8]=1[C:9]([NH:11][CH:12]1[CH:17]([O:18][CH3:19])[CH2:16][NH:15][CH2:14][CH2:13]1)=[O:10].C(=O)([O-])[O-].[K+].[K+].[CH3:28][O:29][C:30](=[O:33])[CH2:31]Br>CN(C=O)C>[CH3:28][O:29][C:30](=[O:33])[CH2:31][N:15]1[CH2:14][CH2:13][CH:12]([NH:11][C:9](=[O:10])[C:8]2[CH:7]=[C:6]([Cl:20])[C:5]([NH2:21])=[CH:4][C:3]=2[O:2][CH3:1])[CH:17]([O:18][CH3:19])[CH2:16]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 3019427Norcisapride

Product 1

HCID 67206808HCID 67206808, compoundYield 118.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture containing 313 mg norcisapride and 276 mg potassium carbonate in 10 ml DMF was treated with 153 mg of bromo-acetic acid methyl ester. The reaction was stirred at ambient temperature for 8 hr. Extractive workup with waterdichloromethane followed by flash chromatography afforded 455 mg of product.

Sources & evidence

ORD record
ord-c9fdb13b3c1b4f5dbb3066c85bd006d0
Source dataset
uspto-grants-2003_04
Patent number
US06552046B2

Reaction notes

Loading…