Sodium Hydroxide → HCID 21875586、化合物

HRID 50435ノート

反応式

HRID 50435 の反応式
CO[C:3]1[CH:35]=[CH:34][C:6]2[NH:7][CH:8]([CH2:32][CH3:33])[N:9]([C:10]3[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][NH:18][C:19]([NH:21][S:22]([C:25]4[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=4)(=[O:24])=[O:23])=[O:20])=[CH:12][CH:11]=3)[C:5]=2[CH:4]=1.[OH-:36].[Na+]>Br>[CH2:32]([C:8]1[N:9]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][NH:18][C:19]([NH:21][S:22]([C:25]3[CH:26]=[CH:27][C:28]([CH3:31])=[CH:29][CH:30]=3)(=[O:24])=[O:23])=[O:20])=[CH:12][CH:11]=2)[C:5]2[CH:4]=[CH:3][C:35]([OH:36])=[CH:34][C:6]=2[N:7]=1)[CH3:33]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 218757625-Methoxy-2-ethyl-3-(4-{2-[({[(4-methylphenyl)sulfonyl]amino}carbonyl)amino]ethyl}phenyl)-1H-benzimidazole

生成物 1

HCID 21875586HCID 21875586、化合物

試薬・触媒・溶媒 1

HCID 260Hydrogen Bromide溶媒

反応条件

温度
100 °C

実験手順

A mixture of 1-[4-(2-chloroethyl)phenyl]-2-ethyl-5-methoxy-1H-benzimidazole (step 5 of Example 71, 600 mg, 1.9 mmol) in 48% hydrobromic acid (60 mL) was stirred at 100° C. for 6 h. After cooling, the mixture was neutralized with 2N aqueous NaOH and extracted with ethyl acetate (100 mL). The organic layer was washed with brine (50 mL), dried (Na2SO4), and concentrated to afford 890 mg (quant.) of the title compound as pale yellow solids: 1H-NMR (CDCl3) δ 7.64 (4H, s), 7.16 (2H, m), 6.97-7.01 (1H, m), 3.86 (2H, t, J=7.1 Hz), 3.30 (2H, t, J=7.1 Hz), 2.92 (2H, q, J=7.8 Hz), 1.29 (3H, t, J=7.8 Hz).

後処理

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate (100 mL)
  3. washThe organic layer was washed with brine (50 mL)
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-91e3bad74386410bb9e6836fb30362c0
出典データセット
uspto-grants-2004_03
特許番号
US06710054B2

反応ノート

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