Potassium Carbonate → 2-(2,5-Dimethyl-1H-pyrrol-1-yl)-4-methyl-6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazine

HRID 407787ノート

反応式

HRID 407787 の反応式
Br[CH2:2][CH2:3][N:4]1[C:8]([CH:9]([OH:11])[CH3:10])=[CH:7][C:6]([N:12]2[C:16]([CH3:17])=[CH:15][CH:14]=[C:13]2[CH3:18])=[N:5]1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[CH3:18][C:13]1[N:12]([C:6]2[CH:7]=[C:8]3[CH:9]([CH3:10])[O:11][CH2:2][CH2:3][N:4]3[N:5]=2)[C:16]([CH3:17])=[CH:15][CH:14]=1

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 866840491-(1-(2-Bromoethyl)-3-(2,5-dimethyl-1H-pyrrol-1-yl)-1H-pyrazol-5-yl)ethanol

生成物 1

HCID 866840502-(2,5-Dimethyl-1H-pyrrol-1-yl)-4-methyl-6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazine収率 37.2%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A 100-mL round-bottomed flask equipped with a reflux condenser was charged with 150f (2.0 g, 1.0 eq., 6.4 mmol), K2CO3 (1.77 g, 2.0 eq., 12.8 mmol), acetonitrile (50 mL). The reaction mixture was reflux overnight. It was then cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 4:1 petroleum ether/ethyl acetate to afford 150g (550 mg, 37%, over two steps) as a colorless oil. MS-ESI: [M+H]+ 232.3

後処理

  1. customA 100-mL round-bottomed flask equipped with a reflux condenser
  2. temperatureThe reaction mixture was reflux overnight
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica-gel column chromatography
  6. washeluting with 4:1 petroleum ether/ethyl acetate

出典と根拠

ORDレコード
ord-d88742f84ef641e98805f5eddd7dc8b9
出典データセット
uspto-grants-2014_06
特許番号
US08754077B2

反応ノート

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