Benzyl Bromide → 1,1-Dimethylethyl 5-[cis-3,5-dimethyl-4-(phenyl methyl)-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate

HRID 2234989ノート

反応式

HRID 2234989 の反応式
[CH3:1][C@H:2]1[NH:7][C@@H:6]([CH3:8])[CH2:5][N:4]([C:9]2[CH:10]=[C:11]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C:12]([O:15][CH3:16])=[N:13][CH:14]=2)[CH2:3]1.C(=O)([O-])[O-].[K+].[K+].[CH2:30](Br)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>CN(C)C=O>[CH3:8][C@H:6]1[N:7]([CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C@@H:2]([CH3:1])[CH2:3][N:4]([C:9]2[CH:10]=[C:11]([C:17]([O:19][C:20]([CH3:21])([CH3:23])[CH3:22])=[O:18])[C:12]([O:15][CH3:16])=[N:13][CH:14]=2)[CH2:5]1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 589881481,1-Dimethylethyl 5-[cis-3,5-dimethyl-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate

生成物 1

HCID 589881361,1-Dimethylethyl 5-[cis-3,5-dimethyl-4-(phenyl methyl)-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

A mixture of 1,1-dimethylethyl 5-[cis-3,5-dimethyl-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate (D24) (500 mg, 1.56 mmol), potassium carbonate (430 mg, 3.12 mmol) and benzyl bromide (266 mg, 1.56 mmol) in N,N-dimethylformamide (10 ml) was stirred at 80° C. for 4 hours. The reaction mixture was partitioned between ethyl acetate and water. The organic phase washed with water, dried and evaporated. Purification by flash chromatography eluting with 5-20% ethyl acetate in hexanes gave the title compound (D25). MS (ES+) m/e 412 [M+H]+.

後処理

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. washThe organic phase washed with water
  3. customdried
  4. customevaporated
  5. customPurification by flash chromatography
  6. washeluting with 5-20% ethyl acetate in hexanes

出典と根拠

ORDレコード
ord-1e90daec7e784579a0de9945d44a2a72
出典データセット
uspto-grants-2010_05
特許番号
US07713978B2

反応ノート

読み込み中…