Réaction #155397

ord-c8af9790b4d94610883b5f1185ffa93e

Équation de réaction

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

Solvants

Conditions de réaction

Température
60°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe organic phase is separated off
  2. 2
    Lavagewashed with 2N HCl and brine
  3. 3
    Séchagedried over Na2SO4
  4. 4
    Concentrationconcentrated
  5. 5
    Autrepurified by RP—HPLC (acetonitrile/water)

Mode opératoire

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%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08822378B2uspto-grants-2014_09