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

HRID 707642ノート

反応式

HRID 707642 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9443767c32f349dababd96366b409d9e
出典データセット
uspto-grants-2015_11
特許番号
US09175031B2

反応ノート

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