Hydrochloric Acid → HCID 11694695, compound

To a solution of compound 15d (125 mg, 0.462 mmol) in 1,4-dioxane (2 mL) were added hydroxylamine hydrochloride (321 mg, 4.62 mmol) and a freshly prepared solution of sodium methoxide in methanol (159 mg, 6.91 mmol of sodium dissolved in 1.5 mL of methanol) under a N2 atmosphere. The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was acidified to pH˜6 with 1M HCl and the formed precipitates were filtered off. The filtrate was diluted with ethylacetate (5 mL) and water (2 mL) and the organic layer was separated. The aqueous layer was washed with ethylacetate (5 mL) and the combined organic layers were dried on sodium sulphate, filtered and concentrated under reduced pressure. The residue was purified by preparative HPLC to give 16d.

1. customthe formed precipitates
2. filtrationwere filtered off
3. additionThe filtrate was diluted with ethylacetate (5 mL) and water (2 mL)
4. customthe organic layer was separated
5. washThe aqueous layer was washed with ethylacetate (5 mL)
6. customthe combined organic layers were dried on sodium sulphate
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure
9. customThe residue was purified by preparative HPLC

ORD record

ord-1142e02709b2426db41624779ad5c759

Source dataset

uspto-grants-2008_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07345043B2