Triethylamine → 1-(2,6-Dimethylpyrimidin-4-yl)-4-(ethoxycarbonyl)piperidine

HRID 2289540노트

반응식

HRID 2289540 반응식
[CH3:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([CH3:9])[N:3]=1.[NH:10]1[CH2:20][CH2:19][CH:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:12][CH2:11]1.C(N(CC)CC)C>C(O)C>[CH3:1][C:2]1[N:7]=[C:6]([N:10]2[CH2:20][CH2:19][CH:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:12][CH2:11]2)[CH:5]=[C:4]([CH3:9])[N:3]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 70770Ethyl 4-piperidinecarboxylateHCID 31541994-Chloro-2,6-dimethylpyrimidine

생성물 1

HCID 186980321-(2,6-Dimethylpyrimidin-4-yl)-4-(ethoxycarbonyl)piperidine수율 92.8%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

2,6-Dimethyl-4-chloro-pyrimidine (1.0 g) in ethanol (10 ml) was added slowly to a solution of ethyl isonipecotate (1.1 g) and triethylamine (2.0 ml) in ethanol (20 ml). The reaction was stirred at room temperature overnight. The solvent was removed in vacuo and the residue was partitioned between ethyl acetate and water, washed with water (2×50 ml), dried and evaporated to give 1-(2,6-dimethylpyrimidin-4-yl)-4-(ethoxycarbonyl)piperidine as an oil (1.71 g); NMR (CDCl3): 1.25 (t, 3H), 1.65-1.80 (m, 4H), 1.95-2.00 (m, 2H), 2.55 (s, 3H), 2.45 (s, 3H), 2.50-2.60 (m, 1H), 3.00 (dt, 2H), 4.15 (q, 2H), 4.35 (d, 2H), 6.2 (s, 1H).

후처리

  1. customThe solvent was removed in vacuo
  2. customthe residue was partitioned between ethyl acetate and water
  3. washwashed with water (2×50 ml)
  4. customdried
  5. customevaporated

출처 및 근거

ORD 기록
ord-8511c32afedf4a8d9e3cabf7e171d583
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06093718

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