Lithium borohydride → HCID 68765623, 화합물

HRID 1628432노트

반응식

HRID 1628432 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 68765623HCID 68765623, 화합물수율 58%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-07ee466a45b047719bcaba34309ffa5a
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785460B2

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