Triethylamine → 5-(Ethylthio)carbonyloxy-1-methylpyrazol-4-yl 3-(methoxy)-2-methyl-4-(methylsulfonyl)phenyl ketone

HRID 1257992

반응식

HRID 1257992 반응식
[CH3:1][O:2][C:3]1[C:4]([CH3:22])=[C:5]([C:13]([C:15]2[CH:16]=[N:17][N:18]([CH3:21])[C:19]=2[OH:20])=[O:14])[CH:6]=[CH:7][C:8]=1[S:9]([CH3:12])(=[O:11])=[O:10].C(N(CC)CC)C.[CH3:30][CH2:31][S:32][C:33](Cl)=[O:34].C(OCC)(=O)C>O1CCCC1>[CH3:1][O:2][C:3]1[C:4]([CH3:22])=[C:5]([C:13]([C:15]2[CH:16]=[N:17][N:18]([CH3:21])[C:19]=2[O:20][C:33]([S:32][CH2:31][CH3:30])=[O:34])=[O:14])[CH:6]=[CH:7][C:8]=1[S:9]([CH3:12])(=[O:10])=[O:11]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 18056Ethyl chlorothioformateHCID 178493950HCID 178493950, 화합물

생성물 1

HCID 161268505-(Ethylthio)carbonyloxy-1-methylpyrazol-4-yl 3-(methoxy)-2-methyl-4-(methylsulfonyl)phenyl ketone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 5-hydroxy-1-methylpyrazol-4-yl 3-methoxy-2-methyl-4-(methylsulfonyl)phenyl ketone (100 mg, 0.3 mmol) in dry tetrahydrofuran (5 mL) were added triethylamine (61 mg) and 96% S-ethyl chlorothiolformate (50 mg) at room temperature. After the reaction solution was stirred for 1 hour, 150 mL of ethyl acetate was added. The mixture was washed twice with a saturated brine, the organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=2:1) to obtain the desired product as an oil.

후처리

  1. washThe mixture was washed twice with a saturated brine
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=2:1)

출처 및 근거

ORD 기록
ord-f6a679cd2faf45e58f27fc7b9858ccc5
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466088B2

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