1-(toluene-4-sulfonyl)-1H-pyrazole-3-carbaldehyde → 1-[1-(toluene-4-sulfonyl)-1H-pyrazol-3-yl]-propan-1-ol

HRID 1361221

反応式

HRID 1361221 の反応式
[C:1]1([CH3:17])[CH:6]=[CH:5][C:4]([S:7]([N:10]2[CH:14]=[CH:13][C:12]([CH:15]=[O:16])=[N:11]2)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH2:18]([Mg]Cl)[CH3:19]>C1COCC1.[Cl-].N>[C:1]1([CH3:17])[CH:2]=[CH:3][C:4]([S:7]([N:10]2[CH:14]=[CH:13][C:12]([CH:15]([OH:16])[CH2:18][CH3:19])=[N:11]2)(=[O:9])=[O:8])=[CH:5][CH:6]=1

参加物

5

反応物 2

HCID 592783701-(toluene-4-sulfonyl)-1H-pyrazole-3-carbaldehydeHCID 178461633HCID 178461633、化合物

生成物 1

HCID 592783481-[1-(toluene-4-sulfonyl)-1H-pyrazol-3-yl]-propan-1-ol

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 20976574Ammonia chloride溶媒

実験手順

To a chilled (−40° C.) solution of 1-(toluene-4-sulfonyl)-1H-pyrazole-3-carbaldehyde (1.50 g, 5.99 mmol) in THF was added a 2 M solution of ethylmagnesium chloride (3.00 mL, 6.00 mmol) in THF. After 3 hours, the mixture was diluted with saturated aqueous ammonia chloride and extracted with EtOAc. The combined organic layers were washed with brine, dried over sodium sulfate and the concentrated in vacuo. The residue was purified by reversed-phase HPLC. The major fractions were combined and the solvent was concentrated in vacuo to afford 1-[1-(toluene-4-sulfonyl)-1H-pyrazol-3-yl]-propan-1-ol.

後処理

  1. extractionextracted with EtOAc
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationthe concentrated in vacuo
  5. customThe residue was purified by reversed-phase HPLC
  6. concentrationthe solvent was concentrated in vacuo

出典と根拠

ORDレコード
ord-99b443aa4c784028b2f21341c07a545e
出典データセット
uspto-grants-2011_02
特許番号
US07879873B2

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