Dimethylformamide → HCID 10137846、化合物

HRID 1393971ノート

反応式

HRID 1393971 の反応式
[CH2:1]([C:3]1[N:4]([CH2:16][CH2:17][O:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2N)[C:5](=[O:15])[CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:8]=1)[CH3:2].C([O-])([O-])=O.[K+].[K+].[CH2:32]([O:34][C:35](=[O:39])[CH:36](Br)[CH3:37])[CH3:33].C[N:41](C=O)C>>[CH2:1]([C:3]1[N:4]([CH2:16][CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([NH:41][CH:36]([CH3:37])[C:35]([O:34][CH2:32][CH3:33])=[O:39])=[CH:21][CH:20]=2)[C:5](=[O:15])[CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:8]=1)[CH3:2]

参加物

5

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 69220149HCID 69220149、化合物

生成物 1

HCID 10137846HCID 10137846、化合物

実験手順

To a solution of 1-[2-ethyl-6-oxo-4-phenyl-1,6-dihydro-1-pyrimidinyl]-2-(aminophenoxy)ethane (1.9 g, 5.67 mmol) (Ref. U.S. Pat. No. 6,310,069) in dry DMF (20 mL) was added K2CO3 and stirred at RT for 30 min. To this ethyl-2-bromopropanoate (1.54 g, 8.51 mmol), was added and the mixture was stirred at 50° C. for 14 h. The reaction mixture was filtered, washed with EtOAc and the combined filtrates were washed with water and extracted with EtOAc. The organic layer was dried over Na2SO4, evaporated the solvent and the crude compound was purified by column chromatography by eluting with 25% EtOAc:pet. ether to give the title compound as a brownish low melting solid (mp: 40° C., 1.867 g, 76%).

後処理

  1. stirringthe mixture was stirred at 50° C. for 14 h
  2. filtrationThe reaction mixture was filtered
  3. washwashed with EtOAc
  4. washthe combined filtrates were washed with water
  5. extractionextracted with EtOAc
  6. dry with materialThe organic layer was dried over Na2SO4
  7. customevaporated the solvent
  8. customthe crude compound was purified by column chromatography
  9. washby eluting with 25% EtOAc

出典と根拠

ORDレコード
ord-178b0da571844cc7810e258137ab6fd2
出典データセット
uspto-grants-2008_03
特許番号
US07348334B2

反応ノート

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