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Methanol → 11-(3-fluorophenyl)-1-hydroxy-9-methoxy-1,2,3,4-tetrahydro-6H-pyrido[1,2-b]isoquinolin-6-one

HRID 2196377
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인쇄 미리보기

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HRID 2196377 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[CH:16]=[C:15]([O:18][CH3:19])[CH:14]=[CH:13][C:12]=3[C:11](=[O:20])[N:10]3[CH2:21][CH2:22][CH2:23][C:24](=[O:25])[C:9]=23)[CH:5]=[CH:6][CH:7]=1.CO.C(Cl)Cl.[BH4-].[Na+]>CCOC(C)=O>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[CH:16]=[C:15]([O:18][CH3:19])[CH:14]=[CH:13][C:12]=3[C:11](=[O:20])[N:10]3[CH2:21][CH2:22][CH2:23][CH:24]([OH:25])[C:9]=23)[CH:5]=[CH:6][CH:7]=1
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참가 물질

6

반응물 4

HCID 887MethanolHCID 6344DichloromethaneHCID 4311764Sodium borohydrideHCID 1137112611-(3-fluorophenyl)-9-methoxy-3,4-dihydro-2H-pyrido[1,2-b]isoquinoline-1,6-dione

생성물 1

HCID 1141649411-(3-fluorophenyl)-1-hydroxy-9-methoxy-1,2,3,4-tetrahydro-6H-pyrido[1,2-b]isoquinolin-6-one

시약·촉매·용매 1

HCID 8857
Ethyl Acetate
용매

실험 절차

To a solution of 11-(3-fluorophenyl)-9-methoxy-3,4-dihydro-2H-pyrido[1,2-b]isoquinoline-1,6-dione in 5 mL 1:1 MeOH:CH2Cl2 was added NaBH4 (17 mg). The reaction was stirred at room temp for 1 h, then diluted with bicarb and EtOAc and stirred for 30 min. The mixture was extracted once with EtOAc, and the organic solution was washed once with brine, dried (Na2SO4) and concentrated. Flash chromtaography (40 g silica, 50-100% EtOAc/hexanes) gave the titled compound.

후처리

  1. stirringstirred for 30 min
  2. extractionThe mixture was extracted once with EtOAc
  3. washthe organic solution was washed once with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-2f88969e3a984030bbe37876f02b1356
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08338449B2

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