Potassium Carbonate → tert-Butyl 4-ethynyl-5,6-dihydropyridine-1(2H)-carboxylate

HRID 727088노트

반응식

HRID 727088 반응식
C(=O)([O-])[O-].[K+].[K+].[C:7]([O:11][C:12]([N:14]1[CH2:19][CH:18]=[C:17]([C:20]#[C:21][Si](C)(C)C)[CH2:16][CH2:15]1)=[O:13])([CH3:10])([CH3:9])[CH3:8]>CO>[C:7]([O:11][C:12]([N:14]1[CH2:15][CH:16]=[C:17]([C:20]#[CH:21])[CH2:18][CH2:19]1)=[O:13])([CH3:10])([CH3:9])[CH3:8]

참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 18942192tert-Butyl 4-[(trimethylsilyl)ethynyl]-3,6-dihydropyridine-1(2H)-carboxylate

생성물 1

HCID 18942198tert-Butyl 4-ethynyl-5,6-dihydropyridine-1(2H)-carboxylate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Potassium carbonate (1.0 g, 7.2 mmol) was added to a solution of 1-tert-butoxycarbonyl-4-trimethylsilylethynyl- 1,2,3,6-tetrahydropyridine (44.9 g, 16 lmmol) in methanol (250 ml) under a nitrogen atmosphere and the mixture was stirred at room temperature for 3 hours. The solution was evaporated in vacuo without heating. The residue was dissolved in ether (250 ml), washed with sodium carbonate (sat., 100 ml), water (50 ml) and brine (50 ml) before drying (MgSO4) and evaporation in vacuo to give the title compound as a white waxy solid (30.0 g, 90%); δH (CDCl3) 1.46 (9H, s, OC(CH3)3), 2.24-2.26 (2H, m, tetrahydropyridinyl CH2), 2.89 (1H, s, ethynyl CH), 3.49 (2H, t, J 5.7 Hz, tetrahydropyridinyl CH2), 3.95-3.97 (2H, m, tetrahydropyridinyl CH2) and 6.10 (1H, s, tetrahydropyridinyl CH).

후처리

  1. customThe solution was evaporated in vacuo
  2. temperaturewithout heating
  3. dissolutionThe residue was dissolved in ether (250 ml)
  4. washwashed with sodium carbonate (sat., 100 ml), water (50 ml) and brine (50 ml)
  5. custombefore drying
  6. custom(MgSO4) and evaporation in vacuo

출처 및 근거

ORD 기록
ord-e336d67b6f634052b07637b345e8cefb
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05712285

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