تفاعل #802079

معادلة التفاعل

calcium chloride

tetrahydrofuran-ethanol

sodium borohydride

hydrochloric acid

sodium hydroxide

ethyl 2-(4-((4-chloropyrimidin-2-yl)amino)-1H-pyrazol-1-yl)-2-methylpropanoate

tetrahydrofuran-ethanol

→

title compound

المردود 81.0%

2-(4-((4-chloropyrimidin-2-yl)amino)-1H-pyrazol-1-yl)-2-methylpropan-1-ol

المردود 81.0%

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture was stirred overnight while it
2. 2
   درجة الحرارةto be gradually warmed to room temperature
3. 3
   workup.STIRRINGthe mixture was stirred at the same temperature for 10 min
4. 4
   أخرىthe solvent was evaporated under reduced pressure
5. 5
   workup.ADDITIONTo the residue was added water
6. 6
   استخلاصthe mixture was extracted with ethyl acetate
7. 7
   غسيلThe obtained organic layer was washed with saturated brine
8. 8
   تجفيفdried over anhydrous magnesium sulfate
9. 9
   أخرىthe solvent was evaporated under reduced pressure
10. 10
    أخرىThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

الإجراء التجريبي

To a solution of calcium chloride (540 mg) in a mixed solvent of tetrahydrofuran-ethanol (v/v=1/1, 5.0 mL) was added sodium borohydride (240 mg), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added a solution of ethyl 2-(4-((4-chloropyrimidin-2-yl)amino)-1H-pyrazol-1-yl)-2-methylpropanoate (1.0 g) obtained in Step D of Example 347 in a mixed solvent of tetrahydrofuran-ethanol (v/v=1/1, 5.0 mL) in an ice bath, and the mixture was stirred overnight while it was allowed to be gradually warmed to room temperature. To the reaction mixture was added 1 M hydrochloric acid in an ice bath, and the mixture was stirred at the same temperature for 10 min. 1 M Aqueous sodium hydroxide solution was added thereto, and the solvent was evaporated under reduced pressure. To the residue was added water, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (700 mg).

المصدر