4-Toluenesulfonyl chloride → HCID 89996125, 화합물

HRID 1480815노트

반응식

HRID 1480815 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 89996125HCID 89996125, 화합물수율 93%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-b985b8e7aacc4b73828f8e2fee40dcce
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409907B2

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