1-(6-Chloropyridin-3-yl)ethan-1-one → HCID 86686929、化合物

6-chloro-3-acetylpyridine (1.03 g, 0.3 mmol) and a 30% ethylamine-methanol solution (1.0 mL) were mixed with 8 mL of chloroform, and the mixture was subjected to refluxing. After 8 hours, 1 mL of 30% ethylamine-methanol solution was added and stirring was continued for 12 hours at the same temperature. The chloroform was distilled off and the residue was dissolved in 10 mL of methanol, then ice-cooled. Sodium borohydride (1 g) was added a little at a time, and the system was stirred overnight. The methanol was distilled off, and the residue was extracted with acetonitrile. The extract was then concentrated under reduced pressure. Acetonitrile extraction and concentration under reduced pressure were each repeated another two times, following which the residue was dissolved in chloroform, washed with 1% aqueous NaOH, and the chloroform phase was dried over solid KOH. The chloroform was distilled off under reduced pressure, giving 790 mg of crude N-[1-(6-chloro-3-pyridyl)ethyl]-N-ethylamine product (purity, 80%).

1. temperatureto refluxing
2. waitwas continued for 12 hours at the same temperature
3. distillationThe chloroform was distilled off
4. dissolutionthe residue was dissolved in 10 mL of methanol
5. temperatureice-cooled
6. additionSodium borohydride (1 g) was added a little at a time
7. stirringthe system was stirred overnight
8. distillationThe methanol was distilled off
9. extractionthe residue was extracted with acetonitrile
10. concentrationThe extract was then concentrated under reduced pressure
11. extractionAcetonitrile extraction and concentration under reduced pressure
12. dissolutionwas dissolved in chloroform
13. washwashed with 1% aqueous NaOH
14. dry with materialthe chloroform phase was dried over solid KOH
15. distillationThe chloroform was distilled off under reduced pressure

ORDレコード

ord-34c3b22506fa4e77974809a557160ad2

出典データセット

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09073866B2