Sodium hydride → 2-Bromo-6-{[(1,3-dimethyl-1H-pyrazol-5-yl)methoxy]methyl}pyridine

HRID 385865노트

반응식

HRID 385865 반응식
[H-].[Na+].Cl[CH2:4][C:5]1[N:9]([CH3:10])[N:8]=[C:7]([CH3:11])[CH:6]=1.[Br:12][C:13]1[N:18]=[C:17]([CH2:19][OH:20])[CH:16]=[CH:15][CH:14]=1>C1COCC1.O.C(Cl)Cl>[Br:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]([CH2:19][O:20][CH2:4][C:5]2[N:9]([CH3:10])[N:8]=[C:7]([CH3:11])[CH:6]=2)[N:18]=1

참가 물질

7

반응물 3

HCID 24758Sodium hydrideHCID 3517811(6-Bromopyridin-2-yl)methanolHCID 49612705-(chloromethyl)-1,3-dimethyl-1H-pyrazole

생성물 1

HCID 595264002-Bromo-6-{[(1,3-dimethyl-1H-pyrazol-5-yl)methoxy]methyl}pyridine

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매2회HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of NaH (64 mg, 1.59 mmol) in THF (4 mL) at 0° C. under argon was added 5-(chloromethyl)-1,3-dimethyl-1H-pyrazole (230 mg, 1.59 mmol) and allowed to stir for 20 minutes. (6-Bromopyridin-2-yl)methanol (150 mg, 0.80 mmol) was then added and the mixture was allowed to warm to room temperature and then heated to 55° C. overnight. The reaction was then cooled to ambient temperature and quenched by the addition of water. The quenched reaction mixture was diluted with water (10 mL) and DCM (10 mL) and shaken. The suspensions were passed through disposable phase separators and the DCM eluent was captured and evaporated to dryness to afford the title compound which was used without further purification.

후처리

  1. temperatureheated to 55° C. overnight
  2. temperatureThe reaction was then cooled to ambient temperature
  3. customquenched by the addition of water
  4. customThe quenched reaction mixture
  5. stirringshaken
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-1c4f12a47b554e4ca4a1b2448dbb31cb
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367706B2

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