Lithium borohydride → HCID 68765623、化合物

HRID 1398786ノート

反応式

HRID 1398786 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:13]([CH2:14][CH2:15][CH2:16][C:17](OCC)=[O:18])[C:12]3[C:22]([CH:27]([CH2:30][CH3:31])[CH2:28][CH3:29])=[CH:23][CH:24]=[C:25]([Cl:26])[C:11]=3[N:10]=2)=[C:4]([CH3:32])[CH:3]=1.[BH4-].[Li+]>O1CCCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:13]([CH2:14][CH2:15][CH2:16][CH2:17][OH:18])[C:12]3[C:22]([CH:27]([CH2:30][CH3:31])[CH2:28][CH3:29])=[CH:23][CH:24]=[C:25]([Cl:26])[C:11]=3[N:10]=2)=[C:4]([CH3:32])[CH:3]=1

参加物

4

反応物 2

HCID 4148881Lithium borohydrideHCID 68763229Ethyl 4-[2-[(4-bromo-2-methylphenyl)amino]-4-chloro-7-(1-ethylpropyl)-1H-benzimidazol-1-yl]butanoate

生成物 1

HCID 68765623HCID 68765623、化合物収率 58%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of ethyl 4-[2-[(4-bromo-2-methylphenyl)amino]-4-chloro-7-(1-ethylpropyl)-1H-benzimidazol-1-yl]butanoate (2.07 g, 3.97 mmol) in tetrahydrofuran (40 mL) was added lithium tetrahydroborate (260 mg, 11.9 mmol) at 0° C. The mixture was stirred at room temperature for 19 hr, and the reaction was quenched by methanol. The mixture was concentrated in vacuo, neutralized with aqueous saturated ammonium chloride, and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The residue was recrystallized from ethyl acetate to give the title compound as a colorless crystal (1.10 g, 2.30 mmol, 58%).

後処理

  1. customthe reaction was quenched by methanol
  2. concentrationThe mixture was concentrated in vacuo
  3. extractionextracted with ethyl acetate
  4. washThe combined organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-90ce7276d91e4310b6600f367dafbd6a
出典データセット
uspto-grants-2014_12
特許番号
US08901141B2

反応ノート

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