Nitrogen → 5-(4'-Cyanobenzyl)-1-[2-(cyclohexylthio)pyrid-5-ylmethyl]imidazole

HRID 365470ノート

反応式

HRID 365470 の反応式
[C:1]([C:3]1[CH:22]=[CH:21][C:6]([CH2:7][C:8]2[N:12]([CH2:13][C:14]3[CH:15]=[CH:16][C:17](Br)=[N:18][CH:19]=3)[CH:11]=[N:10][CH:9]=2)=[CH:5][CH:4]=1)#[N:2].[CH:23]1([SH:29])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1.[H-].[Na+].N#N>CN(C=O)C>[C:1]([C:3]1[CH:22]=[CH:21][C:6]([CH2:7][C:8]2[N:12]([CH2:13][C:14]3[CH:15]=[CH:16][C:17]([S:29][CH:23]4[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]4)=[N:18][CH:19]=3)[CH:11]=[N:10][CH:9]=2)=[CH:5][CH:4]=1)#[N:2]

参加物

6

反応物 4

HCID 947NitrogenHCID 15290CyclohexanethiolHCID 24758Sodium hydrideHCID 232920655-(4-Cyanobenzyl)-1-(2-bromopyrid-5-ylmethyl)imidazole

生成物 1

HCID 232920425-(4'-Cyanobenzyl)-1-[2-(cyclohexylthio)pyrid-5-ylmethyl]imidazole

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

The compound from Example 1, Step 3 (0.16 g 0.45 mmol), cyclohexyl mercaptan (0.16 g, 1.35. mmol) and sodium hydride (60% dispersion in oil, 4.0 equiv, 0.032 g) were suspended in DMF (0.5 mL) in an N2 purged sealed tube and heated at 110° C. for 4hr. The residue was dissolved in methanol and purified on a C18 preperative hplc column. Lyophilized from dioxane/HCl to provide the title compound. FAB-MS: calc: 389 found: 389. 1H-NMR (CD3OD): 1.4-2.1 ppm (10H); 3.8 ppm (1H); 4.2 ppm (2H); 5.45 ppm (2H); 7.2-7.6 ppm (7H); 8.2 ppm (1H); 9.1 ppm (1H).

後処理

  1. custompurged
  2. customsealed tube
  3. dissolutionThe residue was dissolved in methanol
  4. custompurified on a C18 preperative hplc column

出典と根拠

ORDレコード
ord-4a30ec68376842108c952348aee48279
出典データセット
uspto-grants-2000_10
特許番号
US06127390

反応ノート

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