Water → HCID 19931990, 화합물

HRID 21606노트

반응식

HRID 21606 반응식
[BH4-].[Na+].[CH2:3]([N:5]([CH2:26][CH3:27])[C:6]([N:8]1[CH:12]=[C:11]([CH:13]=[O:14])[C:10]([S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=2[CH3:25])(=[O:17])=[O:16])=[N:9]1)=[O:7])[CH3:4].O>CO>[CH2:26]([N:5]([CH2:3][CH3:4])[C:6]([N:8]1[CH:12]=[C:11]([CH2:13][OH:14])[C:10]([S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=2[CH3:25])(=[O:17])=[O:16])=[N:9]1)=[O:7])[CH3:27]

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 199319281-(Diethylcarbamoyl)-3-(2-methyl-3-chlorophenylsulfonyl)-4-formylpyrazole

생성물 1

HCID 19931990HCID 19931990, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

11 mg of sodium borohydride were added at 0° C. to a solution of 112 mg of 1-(diethylcarbamoyl)-3-(2-methyl-3-chlorophenylsulfonyl)-4-formylpyrazole [prepared as described in Example 9(3)] in 3.5 ml of methanol, and the resulting mixture was stirred for 30 minutes. At the end of this time, the reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and concentrated by evaporation under reduced pressure. The concentrate was purified by column chromatography through silica gel, eluted with a 5:1 by volume mixture of hexane and ethyl acetate, to afford 114 mg (a quantitative yield) of the title compound as an oil.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with a saturated aqueous solution of sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated by evaporation under reduced pressure
  5. customThe concentrate was purified by column chromatography through silica gel
  6. washeluted with a 5:1 by volume mixture of hexane and ethyl acetate

출처 및 근거

ORD 기록
ord-f8abc9b5745740e9b329aee1eeb3172f
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424279

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