Methanol → HCID 54724774、化合物

HRID 2216400ノート

反応式

HRID 2216400 の反応式
[Na].CO.[C:4]([O:8][CH3:9])(=[O:7])[CH2:5][SH:6].Cl[C:11]1[C:16]([C:17](OCC)=[O:18])=[CH:15][CH:14]=[C:13]([CH:22]([CH3:24])[CH3:23])[N:12]=1>CN(C)C=O.O>[CH3:9][O:8][C:4]([C:5]1[S:6][C:11]2=[N:12][C:13]([CH:22]([CH3:23])[CH3:24])=[CH:14][CH:15]=[C:16]2[C:17]=1[OH:18])=[O:7]

参加物

7

反応物 4

HCID 887MethanolHCID 16907Methyl ThioglycolateHCID 5360545SodiumHCID 21942344Ethyl 2-chloro-6-(propan-2-yl)pyridine-3-carboxylate

生成物 1

HCID 54724774HCID 54724774、化合物収率 45.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Under ice-cooling, metal sodium (6.9 g) was added to methanol (70 ml)-and methyl thioglycolate (32 g) was added with stirring. Ethyl 2-chloro-6-isopropylpyridine-3-carboxylate (42 g) synthesized according to U.S. Pat. No. 5,001,137 (Mar. 19, 1991) was dissolved in dimethylformamide (170 ml) and the mixture was stirred at room temperature for 2 hr. The reaction mixture was treated with water, and the organic layer was extracted with ethyl acetate, washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained crystals were recrystallized from water-containing methanol to give the title compound (20.9 g). melting point: 80-81° C.

後処理

  1. temperatureUnder ice-cooling
  2. additionwas added
  3. stirringthe mixture was stirred at room temperature for 2 hr
  4. extractionthe organic layer was extracted with ethyl acetate
  5. washwashed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. customThe obtained crystals were recrystallized from water-
  9. additioncontaining methanol

出典と根拠

ORDレコード
ord-09dd42b327c647939bde6cc37a318ae4
出典データセット
uspto-grants-2006_09
特許番号
US07112594B2

反応ノート

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