Sodium borohydride → 1-[5-Chloro-8-(2-fluorophenyl)quinolin-7-yl]ethanol

HRID 1192490노트

반응식

HRID 1192490 반응식
[Cl:1][C:2]1[CH:11]=[C:10]([C:12](=[O:14])[CH3:13])[C:9]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[F:21])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:11]=[C:10]([CH:12]([OH:14])[CH3:13])[C:9]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[F:21])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 672495351-[5-Chloro-8-(2-fluorophenyl)quinolin-7-yl]ethanone

생성물 1

HCID 672484331-[5-Chloro-8-(2-fluorophenyl)quinolin-7-yl]ethanol

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a mixture of 1-[5-chloro-8-(2-fluorophenyl)quinolin-7-yl]ethanone (0.032 g, 0.11 mmol) in methanol (0.3 mL) was added sodium tetrahydroborate (0.0040 g, 0.11 mmol). The reaction was stirred at room temperature for 1 hour, quenched with saturated sodium bicarbonate and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over magnesium sulfate, and then concentrated to dryness under reduced pressure. The resulting residue was used in next step (33 mg, 100%). LCMS calculated for C17H14ClFNO(M+H)+: m/z=302.1; found: 302.0.

후처리

  1. customquenched with saturated sodium bicarbonate
  2. extractionextracted with ethyl acetate
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-c7520f0704c043368ae4b9e7e47c048e
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680108B2

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