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Sodium hydride → N-[3-(2,4-Dichloro-phenyl)-2,6-dimethyl-pyrazolo[5,1-b]oxazol-7-yl]-N-propyl-propionamide

HRID 1671302
ノート
印刷プレビュー

反応式

HRID 1671302 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]2[N:17]=[C:16]([CH3:18])[C:15]([NH:19][C:20](=[O:23])[CH2:21][CH3:22])=[C:11]2[O:12][C:13]=1[CH3:14].[H-].[Na+].I[CH2:27][CH2:28][CH3:29]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]2[N:17]=[C:16]([CH3:18])[C:15]([N:19]([CH2:27][CH2:28][CH3:29])[C:20](=[O:23])[CH2:21][CH3:22])=[C:11]2[O:12][C:13]=1[CH3:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 336431-IodopropaneHCID 44815707N-(3-(2,4-Dichlorophenyl)-2,6-dimethylpyrazolo[5,1-b]oxazol-7-yl) propionamide

生成物 1

HCID 44815706N-[3-(2,4-Dichloro-phenyl)-2,6-dimethyl-pyrazolo[5,1-b]oxazol-7-yl]-N-propyl-propionamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

N-(3-(2,4-Dichlorophenyl)-2,6-dimethylpyrazolo[5,1-b]oxazol-7-yl) propionamide (634 mg, 1.800 mmol) is suspended in dry DMF (20 ml) and treated with NaH (60% in oil) (86 mg, 2.160 mmol) under N2 at RT. The mixture is stirred at RT for 10 minutes before cooling to 0° C. in an ice bath. 1-Iodopropane (0.263 ml, 2.70 mmol) is added dropwise and the reaction mixture is stirred at 0° C. for 1 hr. The solvent is removed in vacuo and the resulting residue is dissolved in EtOAc and washed with 1M NaOH, 1M HCl, H2O, brine, dried (MgSO4) and evaporated down to give a brown oil. Purification by chromatography on silica eluting with 0% to 50% EtOAc/iso-hexane affords the title compound as a clear oil; MS: m/z 394.1 [M+H]+

後処理

  1. temperaturebefore cooling to 0° C. in an ice bath
  2. stirringthe reaction mixture is stirred at 0° C. for 1 hr
  3. customThe solvent is removed in vacuo
  4. dissolutionthe resulting residue is dissolved in EtOAc
  5. washwashed with 1M NaOH, 1M HCl, H2O, brine
  6. dry with materialdried (MgSO4)
  7. customevaporated down
  8. customto give a brown oil
  9. customPurification by chromatography on silica eluting with 0% to 50% EtOAc/iso-hexane

出典と根拠

ORDレコード
ord-56c8a66fd63549eb9f1c034969d92834
出典データセット
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07994203B2

反応ノート

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