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

HRID 2289540ノート

反応式

HRID 2289540 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8511c32afedf4a8d9e3cabf7e171d583
出典データセット
uspto-grants-2000_07
特許番号
US06093718

反応ノート

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