4-Toluenesulfonyl chloride → HCID 89996125、化合物

HRID 1480815ノート

反応式

HRID 1480815 の反応式
[I:1][C:2]1[CH:3]=[N:4][N:5]([CH2:7][CH2:8][OH:9])[CH:6]=1.C(N(CC)CC)C.[S:17](Cl)([C:20]1[CH:26]=[CH:25][C:23]([CH3:24])=[CH:22][CH:21]=1)(=[O:19])=[O:18]>C(Cl)Cl>[CH3:24][C:23]1[CH:25]=[CH:26][C:20]([S:17]([O:9][CH2:8][CH2:7][N:5]2[CH:6]=[C:2]([I:1])[CH:3]=[N:4]2)(=[O:19])=[O:18])=[CH:21][CH:22]=1

参加物

5

反応物 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 578867372-(4-Iodo-1H-pyrazol-1-yl)ethanol

生成物 1

HCID 89996125HCID 89996125、化合物収率 93%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-(4-Iodo-1H-pyrazol-1-yl)ethanol (Preparation 57, 535 mg, 2.248 mmol) in DCM (11 mL) was treated with triethylamine (1.55 mL, 11.14 mmol) at 0° C. Tosyl chloride (857 mg, 4.50 mmol) was added at 0° C. and the mixture was allowed to warm to room temperature for 18 hours. The organic layer was washed with water, HCl 1M and water (twice). The organic layers were dried, concentrated and purified by silica gel column chromatography eluting with 0 to 30% EtOAc in cyclohexane to give the title compound (817 mg, 93%).

後処理

  1. washThe organic layer was washed with water, HCl 1M and water (twice)
  2. customThe organic layers were dried
  3. concentrationconcentrated
  4. custompurified by silica gel column chromatography
  5. washeluting with 0 to 30% EtOAc in cyclohexane

出典と根拠

ORDレコード
ord-b985b8e7aacc4b73828f8e2fee40dcce
出典データセット
uspto-grants-2016_08
特許番号
US09409907B2

反応ノート

読み込み中…