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

HRID 385865ノート

反応式

HRID 385865 の反応式
[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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1c4f12a47b554e4ca4a1b2448dbb31cb
出典データセット
uspto-grants-2013_02
特許番号
US08367706B2

反応ノート

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