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

HRID 1255143ノート

反応式

HRID 1255143 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3bcaecc0e66a456aa4628ce457e8d5cd
出典データセット
uspto-grants-2013_06
特許番号
US08455658B2

反応ノート

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