Sodium hydride → HCID 10291825、化合物

HRID 558259ノート

反応式

HRID 558259 の反応式
Br[CH2:2][C:3]([O:5][CH3:6])=[O:4].[H-].[Na+].[Cl:9][C:10]1[CH:11]=[C:12]([CH:23]=[C:24]([Cl:26])[CH:25]=1)[O:13][C:14]1[C:15]([CH2:21][CH3:22])=[N:16][NH:17][C:18]=1[CH2:19][CH3:20]>CN(C=O)C>[CH3:6][O:5][C:3](=[O:4])[CH2:2][N:16]1[C:15]([CH2:21][CH3:22])=[C:14]([O:13][C:12]2[CH:23]=[C:24]([Cl:26])[CH:25]=[C:10]([Cl:9])[CH:11]=2)[C:18]([CH2:19][CH3:20])=[N:17]1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 60984Methyl bromoacetateHCID 9878953HCID 9878953、化合物

生成物 1

HCID 10291825HCID 10291825、化合物収率 23.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Methyl bromoacetate (984 μL, 10 mmol) and then sodium hydride (60% dispersion in oil, 801 mg, 20.1 mmol) were added to a stirred solution of the pyrazole (2.6 g, 9.12 mmol) of Example 3 in dry N,N′-dimethylformamide (25 ml) at 0° C. under nitrogen. After stirring for 1 hour at 0° C. ice-water (100 ml) was added and the mixture was extracted with ether (3×50 ml). The combined ether layers were dried over magnesium sulphate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate:pentane (20:80, by volume) to provide the title compound (780 mg) as a yellow oil which partly crystallised on standing.

後処理

  1. additionwas added
  2. extractionthe mixture was extracted with ether (3×50 ml)
  3. dry with materialThe combined ether layers were dried over magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by flash chromatography on silica gel eluting with ethyl acetate:pentane (20:80, by volume)

出典と根拠

ORDレコード
ord-bf332bb5159245ccb745c04b004f5b43
出典データセット
uspto-grants-2011_11
特許番号
US08063044B2

反応ノート

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