تفاعل #155397

ord-c8af9790b4d94610883b5f1185ffa93e

معادلة التفاعل

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

المذيبات

ظروف التفاعل

درجة الحرارة
60°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe organic phase is separated off
  2. 2
    غسيلwashed with 2N HCl and brine
  3. 3
    تجفيفdried over Na2SO4
  4. 4
    تركيزconcentrated
  5. 5
    أخرىpurified by RP—HPLC (acetonitrile/water)

الإجراء التجريبي

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%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08822378B2uspto-grants-2014_09