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Sodium hydride → HCID 68277999, 화합물

HRID 530454
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HRID 530454 반응식
Cl[C:2]1[N:7]=[C:6]([C:8]([O:10]C(C)(C)C)=[O:9])[CH:5]=[CH:4][CH:3]=1.[CH2:15]([N:22]1[CH2:27][CH2:26][CH:25]([OH:28])[CH2:24][CH2:23]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[H-].[Na+]>O1CCOCC1>[CH2:15]([N:22]1[CH2:27][CH2:26][CH:25]([O:28][C:2]2[N:7]=[C:6]([C:8]([OH:10])=[O:9])[CH:5]=[CH:4][CH:3]=2)[CH2:24][CH2:23]1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 784611-Benzylpiperidin-4-olHCID 53217451tert-Butyl 6-chloropyridine-2-carboxylate

생성물 1

HCID 68277999HCID 68277999, 화합물수율 59%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

Tert-butyl 6-chloropyridine-2-carboxylate (1.00 g, 4.68 mmol) and N-benzylpiperidin-4-ol (1.88 g, 9.83 mmol) were dissolved in dioxane (10 mL). NaH (393 mg, 60% dispersion in mineral oil, 9.83 mmol) was added and the reaction mixture was heated using a microwave (80° C., absorption high) for 1 h. The solvents were removed in vacuo and the residue was dissolved in MeOH (100 mL), filtered and concentrated in vacuo. The residue was purified by reverse phase column chromatography to give the title compound (860 mg, 59%) as a white solid. LCMS (ES+): 313.1 [MH]+.

후처리

  1. temperaturethe reaction mixture was heated
  2. customa microwave (80° C., absorption high) for 1 h
  3. customThe solvents were removed in vacuo
  4. dissolutionthe residue was dissolved in MeOH (100 mL)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by reverse phase column chromatography

출처 및 근거

ORD 기록
ord-2b2b5ac52b6f4bf0a9936d387a79856d
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09353086B2

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