Triethylamine → 1-(3-Methyl-1,2,4-thiadiazol-5-yl)piperidin-4-one

HRID 383860노트

반응식

HRID 383860 반응식
Cl.[NH:2]1[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]1.CCN(CC)CC.Cl[C:17]1[S:21][N:20]=[C:19]([CH3:22])[N:18]=1>CCO>[CH3:22][C:19]1[N:18]=[C:17]([N:2]2[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]2)[S:21][N:20]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 30848514-Piperidone hydrochlorideHCID 129191595-Chloro-3-methyl-1,2,4-thiadiazole

생성물 1

HCID 592585101-(3-Methyl-1,2,4-thiadiazol-5-yl)piperidin-4-one수율 8.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a mixture of piperidin-4-one HCl salt (4.08 g, 30 mmol) and Et3N (20 mL, 78.6 mmol) in EtOH (50 mL) was added 5-chloro-3-methyl-1,2,4-thiadiazole (4.05 g, 30 mmol). The mixture was heated to reflux for 1.5 hours and then concentrated to dryness. The residue was dissolved in EtOAc. The solution was washed with water (30 mL×3) and brine (30 mL), dried over Na2SO4, and concentrated to dryness. The residue was recrystalled from ether to give 1-(3-methyl-1,2,4-thiadiazol-5-yl)piperidin-4-one (510 mg, 8.6%). 1H-NMR (300 MHz, CDCl3) δ 3.86 (t, J=6.3 Hz, 4H), 2.62 (t, J=6.3, Hz, 4H), 2.44 (s, 3H).

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 1.5 hours
  3. concentrationconcentrated to dryness
  4. dissolutionThe residue was dissolved in EtOAc
  5. washThe solution was washed with water (30 mL×3) and brine (30 mL)
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-18d533abb515450a9f8b6b2dce905825
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367691B2

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