N-{2-tert-Butyl-1-[(4,4-difluorocyclohexyl)methyl]-1H-benzimidazol-5-yl}acetamide → 2-tert-Butyl-1-[(4,4-difluorocyclohexyl)methyl]-1H-benzimidazol-5-amine

HRID 1435490

反応式

HRID 1435490 の反応式
[C:1]([C:5]1[N:9]([CH2:10][CH:11]2[CH2:16][CH2:15][C:14]([F:18])([F:17])[CH2:13][CH2:12]2)[C:8]2[CH:19]=[CH:20][C:21]([NH:23]C(=O)C)=[CH:22][C:7]=2[N:6]=1)([CH3:4])([CH3:3])[CH3:2]>Cl.CCO>[C:1]([C:5]1[N:9]([CH2:10][CH:11]2[CH2:16][CH2:15][C:14]([F:18])([F:17])[CH2:13][CH2:12]2)[C:8]2[CH:19]=[CH:20][C:21]([NH2:23])=[CH:22][C:7]=2[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

3

反応物 1

HCID 57723211N-{2-tert-Butyl-1-[(4,4-difluorocyclohexyl)methyl]-1H-benzimidazol-5-yl}acetamide

生成物 1

HCID 577232132-tert-Butyl-1-[(4,4-difluorocyclohexyl)methyl]-1H-benzimidazol-5-amine

試薬・触媒・溶媒 1

HCID 21887872Ethanol hydrochloride溶媒

反応条件

温度
120 °C

実験手順

N-{2-tert-Butyl-1-[(4,4-difluorocyclohexyl)methyl]-1H-benzimidazol-5-yl}acetamide (500 mg, 1.37 mmol) was dissolved in 10 mL of 2 M HCl-EtOH (1:1). The solution was divided into two sealed tubes (5 mL/tube). Each tube was heated at 120° C. in a Personal Chemistry microwaves instrument for 1 h. The fractions were pooled and the solvent was evaporated. The residue was diluted with 2 M NaOH and extracted (3×) with EtOAc. The organic phase was washed with saturated aqueous NaCl solution and dried over anhydrous Na2SO4. The solvent was evaporated. Yield: 440 mg (99%); 1H NMR (400 MHz, CDCl3) δ 1.40-1.52 (m, 2 H), 1.52-1.54 (m, 9 H), 1.56-1.66 (m, 4 H), 1.68-1.75 (m, 2 H), 2.07-2.17 (m, 3 H), 4.14 (d, J=7.62 Hz, 2 H), 6.65 (dd, J=8.50, 2.25 Hz, 1 H), 7.04-7.09 (m, 2 H).

後処理

  1. customthe solvent was evaporated
  2. additionThe residue was diluted with 2 M NaOH
  3. extractionextracted (3×) with EtOAc
  4. washThe organic phase was washed with saturated aqueous NaCl solution
  5. dry with materialdried over anhydrous Na2SO4
  6. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-b7684c6d45964afb842312730427c1cd
出典データセット
uspto-grants-2009_11
特許番号
US07615642B2

関連ノート

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