Thioacetamide → 2,6-Difluoro-N-(2'-methyl-5-(3-(trifluoromethyl)phenyl)-4,4'-bithiazol-2-yl)benzamide

HRID 1255143노트

반응식

HRID 1255143 반응식
Br[CH2:2][C:3]([C:5]1[N:6]=[C:7]([NH:20][C:21](=[O:30])[C:22]2[C:27]([F:28])=[CH:26][CH:25]=[CH:24][C:23]=2[F:29])[S:8][C:9]=1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=1)=O.[C:31](=[S:34])([NH2:33])[CH3:32]>CCO>[F:29][C:23]1[CH:24]=[CH:25][CH:26]=[C:27]([F:28])[C:22]=1[C:21]([NH:20][C:7]1[S:8][C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)=[C:5]([C:3]2[N:33]=[C:31]([CH3:32])[S:34][CH:2]=2)[N:6]=1)=[O:30]

참가 물질

4

반응물 2

HCID 2723949ThioacetamideHCID 24765772N-(4-(2-Bromoacetyl)-5-(3-(trifluoromethyl)phenyl)thiazol-2-yl)-2,6-difluorobenzamide

생성물 1

HCID 590044992,6-Difluoro-N-(2'-methyl-5-(3-(trifluoromethyl)phenyl)-4,4'-bithiazol-2-yl)benzamide수율 86%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To the solution of Compound 85 (51 mg, 0.1 mmol) in 5 mL of EtOH was added ethanethioamide (0.2 mmol) at room temperature. The resulting solution was stirred at room temperature for 4 hours. The solvent was removed under reduced pressure and the residue was redissolved in ethyl acetate. The solution was treated with saturated solution of NaHCO3 and extracted with ethyl acetate. The combined extracts were dried (Na2SO4) and concentrated. Column chromatography on silica gel (eluted with ethyl acetate) gave Compound 86 (41 mg, 86%) as a yellow solid.

후처리

  1. customThe solvent was removed under reduced pressure
  2. dissolutionthe residue was redissolved in ethyl acetate
  3. additionThe solution was treated with saturated solution of NaHCO3
  4. extractionextracted with ethyl acetate
  5. dry with materialThe combined extracts were dried (Na2SO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3bcaecc0e66a456aa4628ce457e8d5cd
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455658B2

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