Methanol → Methyl 6-aminonicotinate

Temperature

60 °C

To a solution of 10 g 6-Amino-nicotinic acid in 100 mL MeOH, 0.8 mL concentrated H2SO4 were added and the mixture was heated to 60° C. for 12 h. Then the reaction mixture was concentrated under reduced pressure. After addition of 50 mL ice water the mixture was brought to pH 8 by addition of K2CO3. The aqueous phase was extracted with ethyl acetate (3×100 ml) and the combined organic layers were dried over MgSO4. Removal of the solvent yielded 5.5 g of the desired product which was subjected to the following reaction without further purification.

1. concentrationThen the reaction mixture was concentrated under reduced pressure
2. additionAfter addition of 50 mL ice water the mixture
3. additionwas brought to pH 8 by addition of K2CO3
4. extractionThe aqueous phase was extracted with ethyl acetate (3×100 ml)
5. dry with materialthe combined organic layers were dried over MgSO4
6. customRemoval of the solvent

ORD record

ord-f65dc43bf87946c384ccc29d212e2bfc

Source dataset

uspto-grants-2008_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07317027B2