Sodium Bicarbonate → HCID 178462434, 화합물

A mixture of 240 mg (1.31 mmol) of 4-[(1E,3E)-5-oxo-1,3-pentadienyl]benzonitrile [prepared as described in Step 1(i) above], 392 mg (1.09 mmol) of (2R,3R)-2-(2,4-difluorophenyl)-3-[[1-(hydroxymethyl)-2-hydroxyethyl]thio]-1-(1H-1,2,4-triazol-1-yl)-2-butanol [prepared as described in Japanese Patent Application (Kokai) Hei 8-333350)], 249 mg (1.31 mmol) of p-toluenesulfonic acid monohydrate, 16 ml of dichloromethane and 3.9 g of molecular sieves 4A was stirred at ambient temperature over night. Aqueous sodium hydrogen carbonate was then added to the reaction mixture and insoluble material was removed by filtration. The resulting filtrate was extracted with ethyl acetate and the organic layer was dried and then concentrated. The resulting residue was purified by chromatography on silica gel (15 g) column using a 1:1 mixture of ethyl acetate and hexane as the eluant to give 465 mg (yield 81%) of the title compound as a solid. This solid was recrystallized from a mixture of ethyl acetate and hexane to afford crystals.

1. customprepared
2. customwas removed by filtration
3. extractionThe resulting filtrate was extracted with ethyl acetate
4. customthe organic layer was dried
5. concentrationconcentrated
6. customThe resulting residue was purified by chromatography on silica gel (15 g) column
7. additiona 1:1 mixture of ethyl acetate and hexane as the eluant

ORD 기록

ord-cc5a42e3aad64a9b88f01ddcb14e6f05

출처 데이터셋

uspto-grants-2002_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06391903B1