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Phosphorus oxychloride → HCID 57633205, 화합물

HRID 2108750
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HRID 2108750 반응식
P(Cl)(Cl)([Cl:3])=O.[NH:6]1[C:10]2=[N:11][CH:12]=[CH:13][CH:14]=[C:9]2[C:8]([C:15](=O)[CH3:16])=[CH:7]1.C[C:19]([O-:21])=O.[Na+]>CN(C=O)C>[Cl:3]/[C:15](/[C:8]1[C:9]2[C:10](=[N:11][CH:12]=[CH:13][CH:14]=2)[NH:6][CH:7]=1)=[CH:16]/[CH:19]=[O:21]
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참가 물질

5

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HCID 24813Phosphorus oxychlorideHCID 517045Sodium AcetateHCID 127782161-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethan-1-one

생성물 1

HCID 57633205HCID 57633205, 화합물수율 22%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

Phosphorous oxychloride (3.7 mL, 40 mmol) was added dropwise to DMF (6.2 mL, 80 mmol) at 0° C. The reaction mixture was let warm to room temperature and stirred for 15 minutes. 1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)-ethanone was added in DMF (20 mL) and the reaction heated to 60° C. for 4 hours, cooled to 0° C. and 150 mL of saturated NaOAc solution added. The reaction mixture was heated briefly to 50° C. and then extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated to an oil which contains impure product. Upon standing a solid precipitated from the aqueous layer to give 0.9 g of a brown solid, 4.3 mmol, 22% yield.

후처리

  1. temperaturethe reaction heated to 60° C. for 4 hours
  2. temperaturecooled to 0° C.
  3. temperatureThe reaction mixture was heated briefly to 50° C.
  4. extractionextracted with EtOAc
  5. washThe organic layer was washed with brine
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated to an oil which
  8. customprecipitated from the aqueous layer

출처 및 근거

ORD 기록
ord-dc77c7cdf3c64a219b4df0a25f10c27a
출처 데이터셋
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07514448B2

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