Thionyl Chloride → 6-[(3-Cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]-3-pyridinecarbohydrazide

온도

0 °C

A mixture of thionyl chloride (2 ml) and 6-[(3-cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]-3-pyridinecarboxylic acid (E196b) (200 mg, 0.59 mmol) was stirred at reflux for 1 hour. The reaction mixture was concentrated in vacuo to afford a crude residue. The residue was dissolved in tetrahydrofuran (5 ml), cooled to 0° C. and hydrazine hydrate (1.5 ml) in tetrahydrofuran (1.5 ml) was added dropwise. The reaction mixture was allowed to warm to room temperature and stirred for 1 hour. The reaction mixture was then diluted with ethyl acetate and washed with a saturated solution of sodium carbonate, water, brine and dried (magnesium sulfate). The organic layer was filtered and concentrated in vacuo to afford the title compound (D54); MS (ES+) m/e 361 [M+H]+.

1. temperatureat reflux for 1 hour
2. concentrationThe reaction mixture was concentrated in vacuo
3. customto afford a crude residue
4. temperatureto warm to room temperature
5. stirringstirred for 1 hour
6. washwashed with a saturated solution of sodium carbonate, water, brine
7. dry with materialdried (magnesium sulfate)
8. filtrationThe organic layer was filtered
9. concentrationconcentrated in vacuo

ORD 기록

ord-604d4ef08ce445a083920cb47e8fd7b9

출처 데이터셋

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07799773B2