Welcome to chemicalbook!
Chinese English Japanese Germany Korea
400-158-6606
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

5-broMo-6-cyclopropyl-2-hydroxynicotinonitrile synthesis

3synthesis methods
6-cyclopropyl-2-hydroxynicotinonitrile

847144-72-3
15 suppliers
inquiry

5-broMo-6-cyclopropyl-2-hydroxynicotinonitrile

1135283-57-6
8 suppliers
inquiry

-

Yield:-

Reaction Conditions:

with N-Bromosuccinimide in 1,2-dichloro-ethane at 20; for 3 h;Reflux;

Steps:

2.N; 1.C

Step N: 5-bromo-6-cyclopropyl-2-hydroxynicotinonitrile (14). To a solution of 6-cyclopropyl-2- hydroxynicotinonitrile (13; 0.32 g, 2.0 mmol) in 5 mL of DCE was added NBS (0.534 g, 3.0 mmol) at room temperature. The reaction mixture was heated at reflux for 3 hours. After LC-MS showed completion of reaction, the reaction mixture was cooled to room temperature and poured into water. After extraction with methylene chloride (3 x 5 mL), the combined organic layer was dried over anhy. Na2S04 and concentrated in vacuo. Column chromatography (4% MeOH/DCM) afforded 0.45 g of 14. MS (ES) M+H expected 239.0, found 238.9. 1H NMR (CHLOROFORM- d) δ 8.49-8.72 (br. s., IH), 7.93 (s,lH), 2.23 - 2.34 (m, IH), 1.36 - 1.42 (m, 2H), 1.29 - 1.36 (m, 2H).

References:

WO2012/171337,2012,A1 Location in patent:Page/Page column 113-114; 179