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ChemicalBook CAS DataBase List tert-butyl 5,6-dichloropyridin-3-ylcarbamate
275383-96-5

tert-butyl 5,6-dichloropyridin-3-ylcarbamate synthesis

2synthesis methods
-

Yield:275383-96-5 58%

Reaction Conditions:

with diphenyl phosphoryl azide;triethylamine at 80; for 18 h;

Steps:

12.A

A mixture of 5,6-dichloronicotinic acid (5.0 g, 26.0 mmol), diphenylphosphoryl azide (7.1 g, 26. 0 mmol), and triethylamine (2.63 g, 26.0 mmol) in t-butanol (50 mL) was heated at EPO 80 0C for 18 h. The reaction mixture was cooled to room temperature and poured into ice water. The product was extracted with ethyl acetate. The extracts were washed with water, 10% sodium carbonate and brine and evaporated to give a brown oil which was purified on a silica gel column using hexane/ethyl acetate (1:1) to obtain the product (3.9g, 58 %) as a white solid.

References:

WO2006/112828,2006,A1 Location in patent:Page/Page column 85-86