تفاعل #9298

معادلة التفاعل

N-(7-bromo-2-ethylpyrazolo[1,5-a]pyridin-3-yl)-N-cyclopropylmethyl-N-tetrahydro-3-furanylmethylamine

2,4-dimethoxy-6-methylphenylboric acid

barium hydroxide octahydrate

ethyl acetate

→

title compound

المردود 49.4%

N-Cyclopropylmethyl-N-[7-(2,4-dimethoxy-6-methylphenyl)-2-ethylpyrazolo[1,5-a]pyridin-3-yl]-N-tetrahydro-3-furanylmethylamine

المردود 49.4%

المذيبات

1,2-dimethoxyethane

water

Water

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwere added
2. 2
   درجة الحرارةthe mixture was heated
3. 3
   غسيلthe organic layer was washed with brine
4. 4
   تجفيفdried over anhydrous magnesium sulfate
5. 5
   ترشيحfiltered
6. 6
   تركيزthe solvent was concentrated under reduced pressure
7. 7
   أخرىThe obtained residue was purified by silica gel column chromatography

الإجراء التجريبي

After dissolving N-(7-bromo-2-ethylpyrazolo[1,5-a]pyridin-3-yl)-N-cyclopropylmethyl-N-tetrahydro-3-furanylmethylamine (150 mg) in 1,2-dimethoxyethane (20 mL) and water (10 mL), 2,4-dimethoxy-6-methylphenylboric acid (155 mg), tetrakis(triphenylphosphine)palladium (0) complex (92 mg) and barium hydroxide octahydrate (250 mg) were added and the mixture was heated and stirred at 80° C. for 1 hour. Water was added to the reaction mixture, extraction was performed with ethyl acetate, the organic layer was washed with brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography, and the title compound (88 mg) was obtained from the n-hexane:ethyl acetate (6:1) fraction as a yellow oil.

المصدر