Methyl iodide → HCID 58541893、化合物

HRID 1966734ノート

反応式

HRID 1966734 の反応式
[Br:1][C:2]1[CH:25]=[CH:24][C:5]2[N:6]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:15]3[N:16]=[N:17][NH:18][N:19]=3)=[N:8][C:4]=2[CH:3]=1.IC.[C:28]([O-])([O-])=O.[K+].[K+]>CN(C=O)C.CCOC(C)=O>[Br:1][C:2]1[CH:25]=[CH:24][C:5]2[N:6]([C:20]([CH3:22])([CH3:21])[CH3:23])[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:15]3[N:16]=[N:17][N:18]([CH3:28])[N:19]=3)=[N:8][C:4]=2[CH:3]=1

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 58541950HCID 58541950、化合物

生成物 1

HCID 58541893HCID 58541893、化合物収率 38%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a vial is added 5-bromo-1-tert-butyl-2-[2-(2H-tetrazol-5-yl)-phenyl]-1H-benzimidazole (158 mg, 0.4 mmol) in DMF (5 mL), followed by the addition of iodomethane (114 mg, 0.8 mmol) and K2CO3 (110 mg, 0.8 mmol). The reaction mixture is stirred at room temperature for 0.5 hour. The reaction mixture is diluted with EtOAc, washed with water then, brine, dried with Na2SO4, filtered and concentrated. The residue is loaded to a silica gel column. The column is eluted with 0-3% MeOH/CH2Cl2. The product fractions are collected and is concentrated to afford 5-bromo-1-tert-butyl-2-[2-(2-methyl-2H-tetrazol-5-yl)-phenyl]-1H-benzimidazole (62 mg, 38%). LCMS (ESMS): m/z 411.59, 413.47 (M++1)

後処理

  1. washwashed with water
  2. dry with materialbrine, dried with Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. washThe column is eluted with 0-3% MeOH/CH2Cl2
  6. customThe product fractions are collected
  7. concentrationis concentrated

出典と根拠

ORDレコード
ord-d2a3c07509164658b7a699539aa50083
出典データセット
uspto-grants-2013_04
特許番号
US08420655B2

反応ノート

読み込み中…