Propargyl alcohol → HCID 22101787, compound

Reaction equation

[H-].[Na+].[CH2:3]([OH:6])[C:4]#[CH:5].[NH2:7][C:8]1[C:13]([Cl:14])=[CH:12][C:11]([C:15]([F:18])([F:17])[F:16])=[C:10](F)[N:9]=1>C(OC)(C)(C)C>[NH2:7][C:8]1[C:13]([Cl:14])=[CH:12][C:11]([C:15]([F:18])([F:17])[F:16])=[C:10]([O:6][CH2:3][C:4]#[CH:5])[N:9]=1

Participants

Procedure

3.9 g (0.153 mol) of sodium hydride were introduced, under nitrogen, into 250 ml of methyl tert-butyl ether, with stirring, and 20 ml of propargyl alcohol were then added dropwise with stirring at 25°-30° C. over 20 minutes. After the mixture had been stirred for 30 minutes at 25° C., 32.9 g (0.153 mol) of 2-amino-3-chloro-6-fluoro-5-trifluoromethylpyridine in 100 ml of methyl tert-butyl ether were added in the course of 10 minutes and the mixture was stirred for 14 hours at 25° C. The reaction mixture was extracted with water, dried and concentrated, giving 37.8 g (99% of theory) of the title compound as a colorless oil of ηD24 =1.5217 (Table I, No. 1.035).