Hydrochloric Acid → 7-[4-(2-Butoxyethoxy)phenyl]-1-(1,3-thiazol-5-ylmethyl)-2,3-dihydro-1-benzazepine-4-carboxylic acid

In THF (5.0 ml)/methanol (10 ml) was dissolved methyl 7-[4-(2-butoxyethoxy)phenyl]-1-(1,3-thiazol-5-ylmethyl)-2,3-dihydro-1-benzazepine-4-carboxylate (0.50 g). To the solution was added 1N sodium hydroxide solution (5.0 ml), and the mixture was stirred at room temperature for 16 hours. pH was adjusted to approximate 5 with 1N hydrochloric acid, and the solvent was concentrated to half under reduced pressure. The concentrated material was extracted with ethyl acetate/THF, and the extract was washed with saturated brine and dried with magnesium sulfate. The solvent was removed under reduced pressure, and the resulting residue was washed with hexane ethyl acetate (8/1) to give 7-[4-(2-butoxyethoxy)phenyl]-1-(1,3-thiazol-5-ylmethyl)-2,3-dihydro-1-benzazepine-4-carboxylic acid (385 mg).

1. concentrationthe solvent was concentrated to half under reduced pressure
2. extractionThe concentrated material was extracted with ethyl acetate/THF
3. washthe extract was washed with saturated brine
4. dry with materialdried with magnesium sulfate
5. customThe solvent was removed under reduced pressure
6. washthe resulting residue was washed with hexane ethyl acetate (8/1)

ORD record

ord-b323103442d84468b85476a36925399c

Source dataset

uspto-grants-2005_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06936602B1