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

HRID 1582064

반응식

HRID 1582064 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-97ee7243a24d4f11b155705a57c6c212
출처 데이터셋
uspto-grants-2004_05
특허 번호
US06734184B1

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