Water → HCID 136146567、化合物

To an ice cold solution of 2,6-difluoro-N-hydroxy-3-methoxybenzamidine in DCM (5 ml) was added triethyl amine (0.07 g, 0.11 ml, 0.77 mmol) followed by dropwise addition of phenyl chloroformate. The resulting reaction mixture was stirred at room temperature for 1 h. After the completion of the reaction (TLC monitoring), the organic layer was washed with water until the DCM layer was neutral. The organic layer was dried (Na2SO4), filtered and concentrated to get a white solid. The solid compound was then dissolved in toluene (2 ml) and refluxed it at 100° C. for 2 h. After the completion of the reaction (TLC monitoring), water (100 ml) was added and extracted with ethyl acetate (3×100 ml). The combined organics was washed with water, brine, dried (Na2SO4), filtered and concentrated. The crude residue was purified over silica gel (60-120 M, 35% EtOAc-Hexane) to get the desired product (0.09 g, 80%) as a white solid. MS ES+ (229.18).

1. customThe resulting reaction mixture
2. customAfter the completion of the reaction (TLC monitoring)
3. washthe organic layer was washed with water until the DCM layer
4. dry with materialThe organic layer was dried (Na2SO4)
5. filtrationfiltered
6. concentrationconcentrated
7. customto get a white solid
8. temperaturerefluxed it at 100° C. for 2 h
9. additionwas added
10. extractionextracted with ethyl acetate (3×100 ml)
11. washThe combined organics was washed with water, brine
12. dry with materialdried (Na2SO4)
13. filtrationfiltered
14. concentrationconcentrated
15. customThe crude residue was purified over silica gel (60-120 M, 35% EtOAc-Hexane)

ORDレコード

ord-78f7af9bcebb4839b8860794eb346d73

出典データセット

uspto-grants-2013_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08415383B2