Acetic Acid → HCID 68630757, 화합물

To a stirred solution of acetic acid (30 mg, 0.5 mmol) in acetonitrile (2.15 ml) was added at room temperature 1-hydroxy-benzotriazole (95 mg, 0.6 mmol) and N-(3-dimethylaminopropyl)-N′-ethyl-carbodiimid-hydrochloride (110 mg, 0.57 mmol). The mixture was allowed to stir for 3 h at room temperature and N-hydroxy-2-((R)-indan-1-ylamino)-quinoline-6-carboxamidine (107 mg, 0.34 mmol) was added together with acetonitrile (2.15 ml). The mixture was allowed to stir for 2 h at room temperature, evaporated to dryness and diluted with acetic acid (3.5 ml). The reaction mixture was allowed to stir for 2 h at 100° C., evaporated, poured into saturated NaHCO3 solution (40 ml) and extracted with ethyl acetate (3×50 ml). The combined organic layers were washed with brine (2×50 ml), dried (MgSO4) and evaporated. The crude product was purified by flash chromatography (ethyl acetate/heptane) on silica gel and crystallization (ethyl acetate/heptane) to yield the title compound as light yellow oil (110 mg, 64%).

1. stirringto stir for 2 h at room temperature
2. customevaporated to dryness
3. additiondiluted with acetic acid (3.5 ml)
4. stirringto stir for 2 h at 100° C.
5. customevaporated
6. additionpoured into saturated NaHCO3 solution (40 ml)
7. extractionextracted with ethyl acetate (3×50 ml)
8. washThe combined organic layers were washed with brine (2×50 ml)
9. dry with materialdried (MgSO4)
10. customevaporated
11. customThe crude product was purified by flash chromatography (ethyl acetate/heptane) on silica gel and crystallization (ethyl acetate/heptane)

ORD 기록

ord-8cf315acbc9d4331913d0a6ff6580641

출처 데이터셋

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08188284B2