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Sodium Thiosulfate → 2-[4-(1,4-Dioxa-7-aza-spiro[4.4]non-7-yl)-3-fluorophenyl]-6-methoxy-2H-isoquinolin-1-one

HRID 69482
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인쇄 미리보기

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HRID 69482 반응식
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[O:23]1[C:27]2([CH2:31][CH2:30][N:29]([C:32]3[CH:37]=[CH:36][C:35]([NH:38][C:39](=[O:51])[C:40]4[CH:45]=[CH:44][C:43]([O:46][CH3:47])=[CH:42][C:41]=4[CH2:48][CH2:49]O)=[CH:34][C:33]=3[F:52])[CH2:28]2)[O:26][CH2:25][CH2:24]1.[O-]S([O-])(=S)=O.[Na+].[Na+]>C(Cl)Cl>[O:26]1[C:27]2([CH2:31][CH2:30][N:29]([C:32]3[CH:37]=[CH:36][C:35]([N:38]4[CH:49]=[CH:48][C:41]5[C:40](=[CH:45][CH:44]=[C:43]([O:46][CH3:47])[CH:42]=5)[C:39]4=[O:51])=[CH:34][C:33]=3[F:52])[CH2:28]2)[O:23][CH2:24][CH2:25]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24477Sodium ThiosulfateHCID 159087Triacetoxyperiodinane2회HCID 68989883N-[4-(1,4-dioxa-7-aza-spiro[4.4]non-7-yl)-3-fluorophenyl]-2-(2-hydroxyethyl)-4-methoxy-benzamide

생성물 1

HCID 689902272-[4-(1,4-Dioxa-7-aza-spiro[4.4]non-7-yl)-3-fluorophenyl]-6-methoxy-2H-isoquinolin-1-one

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

Dess-Martin periodinane (7 g) was added to a solution of N-[4-(1,4-dioxa-7-aza-spiro[4.4]non-7-yl)-3-fluorophenyl]-2-(2-hydroxyethyl)-4-methoxy-benzamide (4.6 g) in methylene chloride (279 mL). The reaction mixture was stirred for 2 h at room temperature, then further Dess-Martin periodinane (1.4 g) was added, stirring for a further 4 h at room temperature. Then 5% Na2S2O3 solution was added to the reaction solution and the organic phase was then washed with water. The methylene chloride phase was dried over sodium sulfate and the solvent was removed in vacuum. The raw product was purified by preparative HPLC. In this way the product was obtained with molecular weight 396.15 (C22H21FN2O4); MS (ESI): 397 (M+H+).

후처리

  1. stirringstirring for a further 4 h at room temperature
  2. washthe organic phase was then washed with water
  3. dry with materialThe methylene chloride phase was dried over sodium sulfate
  4. customthe solvent was removed in vacuum
  5. customThe raw product was purified by preparative HPLC
  6. customIn this way the product was obtained with molecular weight 396.15 (C22H21FN2O4)

출처 및 근거

ORD 기록
ord-aa94c331bfbc44178c5186fc0abceb12
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08822495B2

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