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

HRID 2052086노트

반응식

HRID 2052086 반응식
[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]

참가 물질

10

반응물 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, 화합물

생성물 1

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

시약·촉매·용매 4

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 962Water용매HCID 6228Dimethylformamide용매2회

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-4e5b63bc7e1648ceb448c900236f4771
출처 데이터셋
uspto-grants-1980_01
특허 번호
US04182869

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