1,1-Dimethoxyethyl(dimethyl)amine → 1-(4-Fluorobenzyl)-5-methanesulfonyl-2-(3-methyl-[1,2,4]oxadiazol-5-yl)indole

온도

110 °C

A mixture of 1-(4-fluorobenzyl)-5-methanesulfonylindole-2-carboxamide (63 mg) and dimethylacetamide dimethylacetal (1 ml) was stirred at 110° C. for 1 hour. The reaction mixture was concentrated under reduced pressure. A mixture of the resulting residue, hydroxylamine hydrochloride (25 mg), a 2N aqueous sodium hydroxide solution (0.18 ml), 1,4-dioxane (0.4 ml) and acetic acid (0.4 ml) was stirred at 90° C. for 2 hours. Water was added thereto and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 50 mg of the desired product as a white crystal.

1. concentrationThe reaction mixture was concentrated under reduced pressure
2. additionA mixture of the resulting residue, hydroxylamine hydrochloride (25 mg)
3. stirringa 2N aqueous sodium hydroxide solution (0.18 ml), 1,4-dioxane (0.4 ml) and acetic acid (0.4 ml) was stirred at 90° C. for 2 hours
4. additionWater was added
5. extractionthe mixture was extracted with ethyl acetate
6. washThe organic layer was washed with water
7. dry with materialdried over sodium sulfate
8. concentrationconcentrated under reduced pressure

ORD 기록

ord-d46a96f9a4d54aa2a09adb46796b391f

출처 데이터셋

uspto-grants-2004_01

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06673797B1