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2-(2-Methyl-1,3-dioxolan-2-yl)acetaldehyde → 3-bromo-4-(5-methyl-1H-pyrazol-1-yl)-5-nitropyridine

HRID 524920
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반응식

HRID 524920 반응식
[CH3:1][C:2]1([CH2:7][CH:8]=O)OCCO1.[Br:10][C:11]1[CH:12]=[N:13][CH:14]=[C:15]([N+:19]([O-:21])=[O:20])[C:16]=1[NH:17][NH2:18]>C(O)C>[Br:10][C:11]1[CH:12]=[N:13][CH:14]=[C:15]([N+:19]([O-:21])=[O:20])[C:16]=1[N:17]1[C:2]([CH3:1])=[CH:7][CH:8]=[N:18]1
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참가 물질

4

반응물 2

HCID 110079262-(2-Methyl-1,3-dioxolan-2-yl)acetaldehydeHCID 867209743-Bromo-4-hydrazinyl-5-nitropyridine

생성물 1

HCID 867209753-bromo-4-(5-methyl-1H-pyrazol-1-yl)-5-nitropyridine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-(2-methyl-1,3-dioxolan-2-yl)acetaldehyde (320 mg, 2.459 mmol) and (3-bromo-5-nitro-4-pyridyl)hydrazine (286.4 mg, 1.229 mmol) were heated under reflux in ethanol (2.864 mL) overnight. The reaction mixture was concentrated in vacuo and the residue was partitioned between DCM and a saturated aqueous sodium hydrogen carbonate solution. Combined organic extract was dried over MgSO4 and concentrated in vacuo to leave 3-bromo-4-(5-methyl-1H-pyrazol-1-yl)-5-nitropyridine as a yellow oil. (200 mg, 85%). MS (ES+) 284.9.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was partitioned between DCM
  3. extractionCombined organic extract
  4. dry with materialwas dried over MgSO4
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-28d38fbbce2f4f7fbd1058e1a32f35c4
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09340546B2

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