Triethylamine → 2-(5-Methanesulfonyloxymethyl-isoxazol-3-yl)-pyridine

HRID 707642노트

반응식

HRID 707642 반응식
[OH:1][CH2:2][C:3]1[O:7][N:6]=[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:4]=1.C(N(CC)CC)C.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>ClCCl>[CH3:21][S:22]([O:1][CH2:2][C:3]1[O:7][N:6]=[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:4]=1)(=[O:24])=[O:23]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 6865423-(2-Pyridinyl)-5-isoxazolemethanol

생성물 1

HCID 867068402-(5-Methanesulfonyloxymethyl-isoxazol-3-yl)-pyridine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a mixture of 2-(5-hydroxymethyl-isoxazol-3-yl)-pyridine (4.0 gm), and triethylamine (6.5 ml) in dichloromethane (40 ml) was added methanesulfonyl chloride (2.8 ml) at 0° C. The reaction mixture was stirred at 0° C. over a period of 1 h. The reaction was quenched by addition of water and layers were separated. Aqueous layer was extracted with dichloromethane (40 ml×2). Combined organic layer was washed with aqueous sodium bicarbonate solution followed by water and evaporated under vacuum to provide the title compound in 5.1 gm quantity (84%) as a semisolid, which was used without purification for the next reaction.

후처리

  1. customThe reaction was quenched by addition of water and layers
  2. customwere separated
  3. extractionAqueous layer was extracted with dichloromethane (40 ml×2)
  4. washCombined organic layer was washed with aqueous sodium bicarbonate solution
  5. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-9443767c32f349dababd96366b409d9e
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09175031B2

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