Guanidine Hydrochloride → Ethyl 8-amino-1-methyl-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

HRID 875101노트

반응식

HRID 875101 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:14]2[CH2:13][CH2:12][C:11](=[CH:15]N(C)C)[C:10](=O)[C:9]=2[N:8]([CH3:20])[N:7]=1)=[O:5])[CH3:2].Cl.[NH2:22][C:23]([NH2:25])=[NH:24]>C(O)C.CC[O-].[Na+]>[NH2:24][C:23]1[N:25]=[CH:15][C:11]2[CH:12]=[CH:13][C:14]3[C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])=[N:7][N:8]([CH3:20])[C:9]=3[C:10]=2[N:22]=1

참가 물질

5

반응물 2

HCID 5742Guanidine HydrochlorideHCID 67075650ethyl 6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate

생성물 1

HCID 57444093Ethyl 8-amino-1-methyl-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate수율 85%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 2723922Sodium ethoxide용매

실험 절차

16.00 g (0.06 mol) of ethyl-6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate were dissolved in 600 mL of ethanol and 3.90 g of sodium ethylate, and 5.44 g of guanidine hydrochloride were added consecutively. The solution was stirred at reflux for 12 hours. The solvent was then evaporated, the residue redissolved with dichloromethane and washed with water. The organic layer was then dried over anhydrous Na2SO4 and concentrated. The residue was triturated with diethyl ether and the product collected by filtration (85% yield as a white solid).

후처리

  1. temperatureat reflux for 12 hours
  2. customThe solvent was then evaporated
  3. dissolutionthe residue redissolved with dichloromethane
  4. washwashed with water
  5. dry with materialThe organic layer was then dried over anhydrous Na2SO4
  6. concentrationconcentrated
  7. customThe residue was triturated with diethyl ether
  8. filtrationthe product collected by filtration (85% yield as a white solid)

출처 및 근거

ORD 기록
ord-095b03260e4d4d16a218bbeb4a64c347
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08981089B2

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