Ethoxyacetic acid → HCID 22170710, compound

EDCI (0.53 g, 2.78 mmol) was added to a solution of ethoxyacetic acid (0.29 g, 2.78 mmol) in CH2Cl2 (5 ml) under ice-cooling. After stirring for 1 h, a solution of 2-amino-5-bromothiazole hydrobromide (0.60 g, 2.31 mmol) and diisopropylethylamine (0.40 ml, 2.34 mmol) in CH2Cl2 (5 ml) was added dropwise, and the entire mixture was kept at 0° C. for 1 h, then at room temperature overnight. The solution was evaporated and the residue partitioned between ethyl acetate and water. The ethyl acetate layer was further washed with water, 5% citric acid, water, saturated sodium bicarbonate, and water. Drying over sodium sulfate and evaporation gave a solid which was triturated with isopropyl ether to give the title compound as a beige solid (0.43 g; 70%)

1. temperaturecooling
2. waitthe entire mixture was kept at 0° C. for 1 h
3. customat room temperature
4. customovernight
5. customThe solution was evaporated
6. customthe residue partitioned between ethyl acetate and water
7. washThe ethyl acetate layer was further washed with water, 5% citric acid, water, saturated sodium bicarbonate, and water
8. dry with materialDrying over sodium sulfate and evaporation
9. customgave a solid which
10. customwas triturated with isopropyl ether

ORD record

ord-8b129707d220460d9567528f7249942b

Source dataset

uspto-grants-2006_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07037929B1