Triethylamine → HCID 53930754、化合物

HRID 1387467

反応式

HRID 1387467 の反応式
[CH2:1]([O:3][C:4](=[O:10])[CH2:5][CH:6](N)[CH:7]=[CH2:8])[CH3:2].[C:11]([O:15][CH2:16]C)(=O)[CH:12]=C.[CH2:18]([N:20](CC)CC)C.C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C>C(#N)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:16][O:15][C:11]1[N:20]=[CH:18][C:7]([CH:6]=[CH:5][C:4]([O:3][CH2:1][CH3:2])=[O:10])=[CH:8][CH:12]=1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 8821Ethyl AcrylateHCID 80271Tri-o-tolylphosphineHCID 10057602Ethyl 3-aminopent-4-enoate

生成物 1

HCID 53930754HCID 53930754、化合物

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 6342Acetonitrile溶媒

反応条件

温度
90 °C

実験手順

A solution of the 5-bromo-2-methoxypyridine 18-2 (74.3 g, 0.4 mol), ethyl acrylate (150 mL, 1.4 mol), triethylamine (150 mL, 1.08 mol), palladium acetate (10 g, 0.045 mol) and tri-o-tolylphosphine (20 g, 0.066 mol) in 100 mL acetonitrile was degassed with argon for 10 minutes. The mixture was heated at 90° C. for 12 hr then the volatiles were removed in vacuo. Toluene (300 mL) was added and the mixture concentrated again. Diethyl ether (300 mL) was added and the mixture filtered through a pad of silica gel eluting with 800 mL of diethyl ether. After removal of the diethyl ether, the residue was chromatographed on silica gel eluting with EtOAc/hexane, 1:19 then 1:14 then 1:9, to give 19-3 as a yellow solid.

後処理

  1. customthe volatiles were removed in vacuo
  2. additionToluene (300 mL) was added
  3. concentrationthe mixture concentrated again
  4. additionDiethyl ether (300 mL) was added
  5. filtrationthe mixture filtered through a pad of silica gel eluting with 800 mL of diethyl ether
  6. customAfter removal of the diethyl ether
  7. customthe residue was chromatographed on silica gel eluting with EtOAc/hexane, 1:19

出典と根拠

ORDレコード
ord-422ad0c67bc24ddeac8be7660ad46747
出典データセット
uspto-grants-2001_07
特許番号
US06268378B1

関連ノート

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