m-Chloroperbenzoic acid → 3-(2-((tert-Butoxycarbonyl)amino)ethyl)-5-chloropyridine 1-oxide

HRID 1749469노트

반응식

HRID 1749469 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH:5]=[N:6][CH:7]=1.ClC1C=CC=C(C(OO)=[O:26])C=1>C(Cl)Cl>[C:13]([O:12][C:11]([NH:10][CH2:9][CH2:8][C:4]1[CH:5]=[N+:6]([O-:26])[CH:7]=[C:2]([Cl:1])[CH:3]=1)=[O:17])([CH3:14])([CH3:16])[CH3:15]

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 131733585tert-butyl(2-(5-Chloropyridin-3-yl)ethyl)carbamate

생성물 1

HCID 1181621543-(2-((tert-Butoxycarbonyl)amino)ethyl)-5-chloropyridine 1-oxide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyl (2-(5-chloropyridin-3-yl)ethyl)carbamate (93 mg, 0.36 mmol) in DCM (4 mL) was added 3-chloroperbenzoic acid (85%, 94.8 mg, 0.54 mmol) at 0° C. The resulting reaction mixture was stirred at room temperature for 1.5 h. The reaction was quenched with aqueous solution of sodium thiosulfate and extracted with DCM. The combined organic layers were washed with aqueous solution of potassium carbonate and brine, dried over sodium sulfate and concentrate to give a crude product, which was used directly in the next step without further purification (90 mg, crude). MS (ESI) m/z 273.1 [M+H]+.

후처리

  1. customThe resulting reaction mixture
  2. customThe reaction was quenched with aqueous solution of sodium thiosulfate
  3. extractionextracted with DCM
  4. washThe combined organic layers were washed with aqueous solution of potassium carbonate and brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrate

출처 및 근거

ORD 기록
ord-21da591480c0415f921cd0e14e81cbc6
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156798B2

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