Hydrochloric Acid → Dimethyl 2-methyl-1-(tosylamino)-5-(3-methyl-2-pyrazinyl)pyrrole-3,4-dicarboxylate

HRID 1721819노트

반응식

HRID 1721819 반응식
[Na].[CH3:2][C:3]1[C:4]([C:9](=O)[CH2:10][C:11]([O:13][CH3:14])=[O:12])=[N:5][CH:6]=[CH:7][N:8]=1.Cl[CH:17]([C:22](=[N:24][NH:25][S:26]([C:29]1[CH:35]=[CH:34][C:32]([CH3:33])=[CH:31][CH:30]=1)(=[O:28])=[O:27])[CH3:23])[C:18]([O:20][CH3:21])=[O:19].Cl>CO.C1COCC1>[CH3:23][C:22]1[N:24]([NH:25][S:26]([C:29]2[CH:30]=[CH:31][C:32]([CH3:33])=[CH:34][CH:35]=2)(=[O:27])=[O:28])[C:9]([C:4]2[C:3]([CH3:2])=[N:8][CH:7]=[CH:6][N:5]=2)=[C:10]([C:11]([O:13][CH3:14])=[O:12])[C:17]=1[C:18]([O:20][CH3:21])=[O:19]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 5360545SodiumHCID 20029397Methyl 3-(3-methylpyrazin-2-yl)-3-oxopropanoateHCID 73675184Methyl 2-chloro-3-(tosylhydrazono)butanoate

생성물 1

HCID 20029390Dimethyl 2-methyl-1-(tosylamino)-5-(3-methyl-2-pyrazinyl)pyrrole-3,4-dicarboxylate

시약·촉매·용매 2

HCID 887Methanol용매3회HCID 8028Tetrahydrofuran용매

실험 절차

0.81 g of sodium was heated with 20 ml of methanol, then a solution of 6.8 g of 31A in 20 ml of methanol was added and the mixture was stirred at room temperature for 1 hour. Then a solution of 11.2 g of 7B in 25 ml of THF was added, and the mixture was stirred at room temperature for 2 hours. The mixture was stripped of volatiles, 100 ml of methanol was added to the residue and hydrogen chloride gas was bubbled through the mixture, which then was heated at reflux for 2 hours. The mixture was cooled, neutralized with a saturated aqueous solution of sodium bicarbonate and extracted with methylene chloride. The extract was stripped of volatiles, and the residue was triturated with 10 ml of ether. The solid product was collected and dried (Na2SO4) to give dimethyl 2-methyl-1-(tosylamino)-5-(3-methyl-2-pyrazinyl)pyrrole-3,4-dicarboxylate (31C), as a light yellow solid, m.p.: 177°-178° C.

후처리

  1. stirringthe mixture was stirred at room temperature for 2 hours
  2. customwas bubbled through the mixture, which
  3. temperaturethen was heated
  4. temperatureat reflux for 2 hours
  5. temperatureThe mixture was cooled
  6. extractionextracted with methylene chloride
  7. customthe residue was triturated with 10 ml of ether
  8. customThe solid product was collected
  9. dry with materialdried (Na2SO4)

출처 및 근거

ORD 기록
ord-ca8b094aa9b142dbaa62e2d98cac24c2
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04853027

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