Ammonium Acetate → 3-Benzyl-7-chloro-2-[2-methyl-1-(2-phenyl-imidazol-1-yl)-propyl]-3H-quinazolin-4-one

HRID 490250ノート

反応式

HRID 490250 の反応式
[CH2:1]([N:8]1C(=O)C2[C:11](=[CH:12][C:13]([Cl:19])=[CH:14][CH:15]=2)[N:10]=[C:9]1[CH:20]([N:24]([CH2:33][CH:34](OC)OC)[C:25](=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH:21]([CH3:23])[CH3:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:39]([O-:42])(=O)[CH3:40].[NH4+:43]>C(O)(=O)C>[CH2:1]([N:8]1[C:39](=[O:42])[C:40]2[C:11](=[CH:12][C:13]([Cl:19])=[CH:14][CH:15]=2)[N:10]=[C:9]1[CH:20]([N:24]1[CH:33]=[CH:34][N:43]=[C:25]1[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[CH:21]([CH3:23])[CH3:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 517165Ammonium AcetateHCID 21097051N-[1-(3-Benzyl-7-chloro-4-oxo-3,4-dihydro-quinazolin-2-yl)-2-methyl-propyl]-N-(2,2-dimethoxy-ethyl)-benzamide

生成物 1

HCID 98908193-Benzyl-7-chloro-2-[2-methyl-1-(2-phenyl-imidazol-1-yl)-propyl]-3H-quinazolin-4-one収率 23%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of N-[1-(3-benzyl-7-chloro-4-oxo-3,4-dihydro-quinazolin-2-yl)-2-methyl-propyl]-N-(2,2-dimethoxy-ethyl)-benzamide (288 mg, 0.539 mmol) and ammonium acetate (374 mg, 4.85 mmol) in acetic acid (4.0 mL) was refluxed for 2.0 h. The reaction was concentrated in vacuo and the residue was dissolved in ethyl acetate and washed sequentially with saturated sodium carbonate, water, and brine. The organic layer was dried (Na2SO4), concentrated in vacuo, and recrystallized from ethanol to give the title compound as tan crystals (57.1 mg, 23%). MS(ES+) m/e 469 [M+H]+.

後処理

  1. concentrationThe reaction was concentrated in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed sequentially with saturated sodium carbonate, water, and brine
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. concentrationconcentrated in vacuo
  6. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-1ad5568431fe40ea927d5be975ab59fa
出典データセット
uspto-grants-2009_05
特許番号
US07528137B2

反応ノート

読み込み中…