Sodium ethoxide → 5-Fluoro-6-methyl-1,1'-biphenyl-3-carboxamide

HRID 31469노트

반응식

HRID 31469 반응식
[O-]CC.[Na+].ClCC1OC([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:23]([CH3:24])=[C:22]([F:25])[CH:21]=[C:20]([C:26]([NH:28]C4CC4)=[O:27])[CH:19]=3)=[CH:14][CH:13]=2)=NN=1>C(O)C>[F:25][C:22]1[CH:21]=[C:20]([C:26]([NH2:28])=[O:27])[CH:19]=[C:18]([C:15]2[CH:16]=[CH:17][CH:12]=[CH:13][CH:14]=2)[C:23]=1[CH3:24]

참가 물질

4

반응물 2

HCID 2723922Sodium ethoxideHCID 693149174'-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-5-fluoro-6-methyl-1,1'-biphenyl-3-carboxamide2회

생성물 1

HCID 866046975-Fluoro-6-methyl-1,1'-biphenyl-3-carboxamide

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

Freshly prepared sodium ethoxide in ethanol (0.2M, 0.8 ml) was added to a solution of (4′-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-5-fluoro-6-methyl-1,1′-biphenyl-3-carboxamide (Intermediate 34) (50 mg) in ethanol (1 ml) and the reaction stirred at room temperature for 18 hours. The reaction was reduced to dryness under vacuum and the residue partitioned between ethyl acetate and water. The organic phase dried (magnesium sulphate) and reduced to dryness under vacuum. The residue was purified by HPLC to give N-cyclopropyl-4′-[5-ethoxymethyl)-1,3,4-oxadiazol-2-yl]-5-fluoro-6-methyl-1,1′-biphenyl-3-carboxamide.

후처리

  1. customthe residue partitioned between ethyl acetate and water
  2. dry with materialThe organic phase dried (magnesium sulphate)
  3. customThe residue was purified by HPLC

출처 및 근거

ORD 기록
ord-01140e8d3fa24085a648bb18a36c93a3
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425555B2

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