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Methanol → HCID 86685992, 화합물

HRID 2277698
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HRID 2277698 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([C:13]1[CH:14]=[C:15]([CH2:19][C:20]([OH:22])=[O:21])[CH:16]=[N:17][CH:18]=1)[CH2:6][CH2:5]2.S(Cl)(Cl)=O.[CH3:27]O>>[CH3:27][O:21][C:20](=[O:22])[CH2:19][C:15]1[CH:16]=[N:17][CH:18]=[C:13]([N:7]2[CH2:6][CH2:5][C:4]3[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[CH:3]=3)[C:8]2=[O:12])[CH:14]=1
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참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 86685988HCID 86685988, 화합물

생성물 1

HCID 86685992HCID 86685992, 화합물

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온도
80 °C

실험 절차

To a solution of [5-(6-chloro-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-pyridin-3-yl]-acetic acid (example 263 [B]) (217 mg, 0.68 mmol) in methanol (25 mL) was added thionyl chloride (0.44 mL, 6.0 mmol) slowly at 0° C. After the addition, the reaction mixture was warmed up and heated at 80° C. for 2 hours. After cooling back to room temperature, it was concentrated in vacuo and the residue was dissolved in EtOAc (150 mL) and washed with satd. aq. NaHCO3 solution and then brine. The organic layer was dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product (224 mg, quant.) as light brown oil. MS: 331.1 (M+H+).

후처리

  1. additionAfter the addition
  2. temperaturethe reaction mixture was warmed up
  3. temperatureAfter cooling back to room temperature
  4. concentrationit was concentrated in vacuo
  5. dissolutionthe residue was dissolved in EtOAc (150 mL)
  6. washwashed with satd
  7. customThe organic layer was dried over anhy
  8. filtrationNa2SO4, filtered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-acb0750dd61a406b9345acfdef9e8dc9
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133158B2

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