Reacción #155397

ord-c8af9790b4d94610883b5f1185ffa93e

Ecuación de reacción

Cl
HCl
CS(=O)(=O)c1ccc(C(=O)Cl)c(Cl)c1
2-chloro-4-(methylsulfonyl)benzoyl chloride
COCCn1nnnc1N
5-amino-1-(2-methoxyethyl)tetrazole
O
water
COCCn1nnnc1NC(=O)c1ccc(S(C)(=O)=O)cc1Cl
2-chloro-4-(methylsulfonyl)-N-(1-(2-methoxyethyl)tetrazol-5-yl)-benzamide

Disolventes

Condiciones de reacción

Temperatura
60°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe organic phase is separated off
  2. 2
    Lavadowashed with 2N HCl and brine
  3. 3
    Secadodried over Na2SO4
  4. 4
    Concentraciónconcentrated
  5. 5
    Otropurified by RP—HPLC (acetonitrile/water)

Procedimiento

176 mg (0.75 mmol) of 2-chloro-4-(methylsulfonyl)benzoyl chloride, 145 mg (1.0 mmol) of 5-amino-1-(2-methoxyethyl)tetrazole in 2 ml of pyridine are stirred at 60° C. for 12 h. 0.1 ml of water is then added, the mixture is stirred at 60° C. for 30 min and EA and 2N HCl are added. The organic phase is separated off and washed with 2N HCl and brine, dried over Na2SO4, concentrated and purified by RP—HPLC (acetonitrile/water). Yield 66 mg (23%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08822378B2uspto-grants-2014_09