Hydrochloric Acid → HCID 178464705、化合物

To a solution of methyl 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoate (14.0 g) in THF (140 mL) was added methanol (30 mL) and 4N-NaOH (30 mL) at 60° C. The mixture was stirred for 2 h, neutralized with conc.HCl. The mixture was concentrated, diluted with water and extracted with ethyl acetate. The extract was concentrated to give crude mixture of 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoic acid. To a solution of the crude mixture was added ethylamine hydrochloride (2.41 g), 1-hydroxybenzotriazole (4.53 g) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (5.67 g) under ice cooling. The mixture was stirred at room temperature for 20 h, diluted with water and extracted with ethyl acetate. The extract was concentrated and purified by column chromatography (eluent; hexane:THF=1:2) followed by crystallization from hexane-ethyl acetate to give the titled compound (12.0 g) as a colorless powder.

1. concentrationThe mixture was concentrated
2. additiondiluted with water
3. extractionextracted with ethyl acetate
4. concentrationThe extract was concentrated
5. customto give crude
6. stirringThe mixture was stirred at room temperature for 20 h
7. extractionextracted with ethyl acetate
8. concentrationThe extract was concentrated
9. custompurified by column chromatography (eluent; hexane:THF=1:2)
10. customfollowed by crystallization from hexane-ethyl acetate

ORDレコード

ord-b242e89baaea40a4abbd83616ede2079

出典データセット

uspto-grants-2003_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06649643B1