Water → HCID 178482475、化合物

HRID 1620485ノート

反応式

HRID 1620485 の反応式
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:4]=1[CH2:5][N:6]1[CH2:9][CH:8]([CH:10]=O)[CH2:7]1.[CH3:22][NH:23][C:24]1[CH2:28][S:27][C:26](=[O:29])[N:25]=1.CC(C)([O-])C.[K+].O>C(O)C>[F:21][C:2]([F:1])([F:20])[C:3]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:4]=1[CH2:5][N:6]1[CH2:9][CH:8](/[CH:10]=[C:28]2/[C:24]([NH:23][CH3:22])=[N:25][C:26](=[O:29])[S:27]/2)[CH2:7]1

参加物

6

反応物 4

HCID 962WaterHCID 23665647Potassium tert-butoxideHCID 866786761-[2,4-Bis(trifluoromethyl)benzyl]azetidine-3-carbaldehydeHCID 178482466HCID 178482466、化合物

生成物 1

HCID 178482475HCID 178482475、化合物収率 9.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 1-[2,4-bis(trifluoromethyl)benzyl]azetidine-3-carbaldehyde (90 mg) and 4-(methylamino)-1,3-thiazol-2(5H)-one (38 mg) in ethanol (3 mL) was added potassium tert-butoxide (32 mg) at room temperature, and the mixture was stirred with heating under reflux for 3 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (12 mg).

後処理

  1. temperaturewith heating
  2. temperatureunder reflux for 3 hr
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-4b3f2c3aeb2341f3b1d6e457450981e1
出典データセット
uspto-grants-2014_07
特許番号
US08772277B2

反応ノート

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