반응 #155397

ord-c8af9790b4d94610883b5f1185ffa93e

반응 방정식

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

반응 조건

온도
60°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The organic phase is separated off
  2. 2
    세척washed with 2N HCl and brine
  3. 3
    건조dried over Na2SO4
  4. 4
    농축concentrated
  5. 5
    기타purified by RP—HPLC (acetonitrile/water)

실험 절차

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%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08822378B2uspto-grants-2014_09