Potassium Carbonate → Methyl 6-amino-3-bromo-2-carbamoylmethoxybenzoate

A mixture of methyl 6-amino-3-bromo-2-hydroxybenzoate (prepared according to Wang et al, Bioorg Med Chem Lett, 2007, 17, 2817, 7.55 g), bromoacetamide (4.55 g) and potassium carbonate (10.0 g) in DMF (70 mL) was heated to 60° C. for 17 hours. After cooling, the mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate and water and the layers were separated. The aqueous layer was extracted with ethyl acetate and the combined organic layers were dried (Na2SO4) and filtered. The filtrate was concentrated in vacuo to give an orange solid which was triturated with ether to give methyl 6-amino-3-bromo-2-carbamoylmethoxybenzoate (5.81 g) as a sandy coloured solid.

1. temperatureAfter cooling
2. concentrationthe mixture was concentrated in vacuo
3. dissolutionthe residue was dissolved in ethyl acetate
4. customwater and the layers were separated
5. extractionThe aqueous layer was extracted with ethyl acetate
6. dry with materialthe combined organic layers were dried (Na2SO4)
7. filtrationfiltered
8. concentrationThe filtrate was concentrated in vacuo
9. customto give an orange solid which
10. customwas triturated with ether

ORDレコード

ord-63b3b2a5d99c4250871ae1d413e4ee55

出典データセット

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09242997B2