Triethylamine → 2-(N-methanesulfonyl-4-piperidinyloxy)-5-chloropyridine

HRID 1582064ノート

反応式

HRID 1582064 の反応式
[NH:1]1[CH2:6][CH2:5][CH:4]([O:7][C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][N:9]=2)[CH2:3][CH2:2]1.CCN(CC)CC.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>ClCCl>[CH3:22][S:23]([N:1]1[CH2:6][CH2:5][CH:4]([O:7][C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][N:9]=2)[CH2:3][CH2:2]1)(=[O:25])=[O:24]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 112643295-Chloro-2-(piperidin-4-yloxy)pyridine

生成物 1

HCID 227197192-(N-methanesulfonyl-4-piperidinyloxy)-5-chloropyridine収率 86.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

To a solution 2-(4-piperidinyloxy)-5-chloropyridine(12.9 g, 0.06 mol) and Et3N (25.4 ml, 0.182 mol) in dry dichloromethane (400 ml) at 0° C. and under Argon, was added methanesulfonyl chloride (5.3 ml, 0.067 mol) in dry dichloromethane (100 ml), dropwise. The mixture was stirred for 20 hours at room temperature. The mixture was diluted with dichloromethane (250 ml), then washed with water (×3) then brine. The organic layers were dried with Na2SO4 and evaporated in vacuo. The residue was triturated and washed with diethylether to give 2-(N-methanesulfonyl-4-piperidinyloxy)-5-chloropyridine (15.1 g) as a pale yellow solid.

後処理

  1. washwashed with water (×3)
  2. dry with materialThe organic layers were dried with Na2SO4
  3. customevaporated in vacuo
  4. customThe residue was triturated
  5. washwashed with diethylether

出典と根拠

ORDレコード
ord-97ee7243a24d4f11b155705a57c6c212
出典データセット
uspto-grants-2004_05
特許番号
US06734184B1

反応ノート

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