Reacción #558223

Ecuación de reacción

HATU

5-methylthiophene-2-carboxylic acid

2-benzhydryl-5-oxa-2,8-diazaspiro[3.5]nonane

2-Benzhydryl-5-oxa-2,8-diazaspiro[3.5]nonane

triethylamine

→

subtitled compound

(2-Benzhydryl-5-oxa-2,8-diazaspiro[3.5]nonan-8-yl)(5-methylthiophen-2-yl)methanone

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe cooling bath was removed
2. 2
   OtroThe mixture was partitioned between ethyl acetate and brine
3. 3
   Lavadothe organic layer was washed twice with brine
4. 4
   Secadobefore being dried over sodium sulphate
5. 5
   Filtraciónfiltered
6. 6
   Otrothe solvent removed under reduced pressure
7. 7
   OtroThe crude product was purified by flash silica chromatography, elution gradient 0.4 to 5% methanol in dichloromethane
8. 8
   OtroPure fractions were evaporated to dryness

Procedimiento

HATU (2.267 g) was added in one portion to a solution of 5-methylthiophene-2-carboxylic acid (0.652 g) and 2-benzhydryl-5-oxa-2,8-diazaspiro[3.5]nonane (example 33, step f) (1.35 g) and triethylamine (1.917 mL) in DMF (20 mL) at 0° C. The cooling bath was removed and the mixture stirred at room temperature for 2 hours. The mixture was partitioned between ethyl acetate and brine, the organic layer was washed twice with brine before being dried over sodium sulphate, filtered and the solvent removed under reduced pressure. The crude product was purified by flash silica chromatography, elution gradient 0.4 to 5% methanol in dichloromethane. Pure fractions were evaporated to dryness to afford the subtitled compound. Yield 1.5 g.

Fuente