Hydrochloric Acid → 2,3,4,4a-tetrahydro-6-methyl-1H-pyrazino[1,2-a]quinoxalin-5(6H)-one

HRID 2052086ノート

反応式

HRID 2052086 の反応式
[H-].[Na+].C([N:13]1[CH2:27][CH2:26][N:16]2[C:17]3[C:22]([NH:23][C:24](=[O:25])[CH:15]2[CH2:14]1)=[CH:21][CH:20]=[CH:19][CH:18]=3)(OCC1C=CC=CC=1)=O.[CH3:28]I.Cl.[H][H]>[Pd].C(O)C.O.CN(C)C=O>[CH3:28][N:23]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]2[CH2:26][CH2:27][NH:13][CH2:14][CH:15]2[C:24]1=[O:25]

参加物

10

反応物 5

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 121096443-benzyloxycarbonyl-2,3,4,4a-tetrahydro-1H-pyrazino[1,2-a]quinoxalin-5(6H)-oneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 183773372,3,4,4a-tetrahydro-6-methyl-1H-pyrazino[1,2-a]quinoxalin-5(6H)-one

試薬・触媒・溶媒 4

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

To a stirred suspension of 0.87 g. (0.0180 mole) of sodium hydride (50% suspension in nujol) in 50 ml. of dimethyl formamide under a nitrogen atmosphere is added 5.5 g. (0.968 mole) of 3-carbobenzoxy-2,3,4,4a-tetrahydro-1H-pyrazino[1,2-a]-quinoxaline-5(6H)-one. The mixture is stirred 1/2 hours, then to it is added 4.5 g. of methyl iodide in 10 ml. of dimethylformamide. The resultant mixture is stirred for 1 hour, then poured into 100 ml. of water. The aqueous mixture is extracted with methylene chloride, dried (MgSO4) and concentrated to give 5.7 g. of viscous glass. This glass is dissolved in 150 ml. of ethanol containing 0.3 g. of hydrogen chloride and hydrogenated over 5 g. of 10% palladium on carbon for 51/2 hours at 45 p. s. i. hydrogen pressure with the temperature about 50°. The catalyst is filtered and the filtrate is concentrated. Recrystallization of the residue from ethanol gives 1.9 g. of product as the hydrochloride salt, m.p. 260°-264°.

後処理

  1. additionTo a stirred suspension of 0.87 g
  2. additionto it is added 4.5 g
  3. additionpoured into 100 ml
  4. extractionThe aqueous mixture is extracted with methylene chloride
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customto give 5.7 g
  8. dissolutionThis glass is dissolved in 150 ml
  9. custom2 hours
  10. customwith the temperature about 50°
  11. filtrationThe catalyst is filtered
  12. concentrationthe filtrate is concentrated
  13. customRecrystallization of the residue from ethanol
  14. customgives 1.9 g

出典と根拠

ORDレコード
ord-4e5b63bc7e1648ceb448c900236f4771
出典データセット
uspto-grants-1980_01
特許番号
US04182869

反応ノート

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