Dichloromethane → 2-(2-Benzo[1,3]dioxol-5-yl-acetylamino)-4,6-difluoro-benzoic acid methyl ester

HRID 2039546Notes

Reaction equation

HRID 2039546 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][C:11]([NH:13][C:14]3[CH:22]=[C:21]([F:23])[CH:20]=[C:19]([F:24])[C:15]=3[C:16]([OH:18])=[O:17])=[O:12])=[CH:9][C:4]=2[O:3][CH2:2]1.Cl[CH2:26]Cl>>[CH3:26][O:17][C:16](=[O:18])[C:15]1[C:19]([F:24])=[CH:20][C:21]([F:23])=[CH:22][C:14]=1[NH:13][C:11](=[O:12])[CH2:10][C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][O:3][C:4]=2[CH:9]=1

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 670429552-(2-Benzo[1,3]dioxol-5-yl-acetylamino)-4,6-difluoro-benzoic acid

Product 1

HCID 670432172-(2-Benzo[1,3]dioxol-5-yl-acetylamino)-4,6-difluoro-benzoic acid methyl esterYield 98%

Conditions

Temperature
2.5 °C

Procedure

To a 0-5° C. cooled suspension of 2-(2-benzo[1,3]dioxol-5-yl-acetylamino)-4,6-difluoro-benzoic acid (0.50 g, 1.49 mmol) in dichloromethane (20 mL) was added 2 M (trimethylsilyl)diazomethane diethyl ether solution (0.82 mL, 1.64 mmol). The mixture was stirred at room temperature for 1 h, then the solvent was evaporated, to provide the title compound (0.52 g, 98% yield).

Workup

  1. customthe solvent was evaporated

Sources & evidence

ORD record
ord-37fb56d057c3446981d08edb4586f2c4
Source dataset
uspto-grants-2013_11
Patent number
US08580783B2

Reaction notes

Loading…