Pyridine → Methyl (3,5-dibromo-4-fluorophenyl)carbamate

Temperatur

2.5 °C

3,5-dibromo-4-fluoroaniline (1.6 g, 4.16 mmol) was dissolved in DCM (41.6 ml). Pyridine (0.90 ml, 11.13 mmol) was added and the reaction mixture cooled to 0-5° C. Methyl chloroformate (0.66 ml, 8.52 mmol) was added drop wise via syringe. The reaction mixture was stirred at 0-5° C. for 1 hour. The reaction mixture was diluted with additional 50 ml dichloromethane and washed with 0.5 M citric acid twice, NaHCO3 solution once and brine once, then dried over MgSO4, filtered and evaporated to dryness. Chromatography on silica (gradient from 100% hexanes to 100% DCM) gave methyl (3,5-dibromo-4-fluorophenyl)carbamate (1.22 g) as a colorless fluffy solid.

1. washwashed with 0.5 M citric acid twice
2. dry with materialNaHCO3 solution once and brine once, then dried over MgSO4
3. filtrationfiltered
4. customevaporated to dryness

ORD-Eintrag

ord-36867c84b98b46a8aad11483c3b890c4

Quelldatensatz

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09273057B2