反応 #558408

反応方程式

2-(5-(Bromomethyl)-2-fluorophenyl)ethanol

(5-ethylthiophen-3-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone trifluoroacetate

triethylamine

→

subtitled compound

(5-Ethylthiophen-3-yl)(9-(4-fluoro-3-(2-hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

溶媒

acetonitrile

反応条件

後処理

1. 1
   その他The solvent was evaporated under reduced pressure
2. 2
   その他the residue partitioned between ethyl acetate and saturated sodium bicarbonate solution
3. 3
   乾燥The organic layer was dried over sodium sulphate
4. 4
   ろ過filtered
5. 5
   その他the solvent evaporated under reduced pressure
6. 6
   その他The crude product was purified by flash silica chromatography
7. 7
   その他Pure fractions were evaporated to dryness

実験手順

2-(5-(Bromomethyl)-2-fluorophenyl)ethanol (example 47, step a) (0.171 g) was added to a solution of (5-ethylthiophen-3-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone trifluoroacetate (example 99, step a) (0.3 g) and triethylamine (0.410 ml) in acetonitrile (15 mL) and the mixture stirred at 20° C. for 2 hours. The solvent was evaporated under reduced pressure and the residue partitioned between ethyl acetate and saturated sodium bicarbonate solution. The organic layer was dried over sodium sulphate, filtered and the solvent evaporated under reduced pressure. The crude product was purified by flash silica chromatography using 1% triethylamine and 2% methanol in dichloromethane as solvent. Pure fractions were evaporated to dryness to afford the subtitled compound. Yield 0.2 g.

出典