Ethyl 8-[(aminocarbonyl)amino]-1-methyl-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate → 8-[(aminocarbonyl)amino]-1-methyl-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

HRID 1455106노트

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HRID 1455106 반응식
[NH2:1][C:2]([NH:4][C:5]1[N:14]=[CH:13][C:12]2[CH:11]=[CH:10][C:9]3[C:15]([C:19]([O:21]CC)=O)=[N:16][N:17]([CH3:18])[C:8]=3[C:7]=2[N:6]=1)=[O:3].CO.C[N:27](C)C=O.[OH-].[NH4+]>>[NH2:1][C:2]([NH:4][C:5]1[N:14]=[CH:13][C:12]2[CH:11]=[CH:10][C:9]3[C:15]([C:19]([NH2:27])=[O:21])=[N:16][N:17]([CH3:18])[C:8]=3[C:7]=2[N:6]=1)=[O:3]

참가 물질

3

반응물 2

HCID 68932803Ethyl 8-[(aminocarbonyl)amino]-1-methyl-1H-pyrazolo[4,3-h]quinazoline-3-carboxylateHCID 86614109Methanol dimethylformamide ammonium hydroxide

생성물 1

HCID 689379628-[(aminocarbonyl)amino]-1-methyl-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide수율 50%

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온도
65 °C

실험 절차

A suspension of 0.20 g (0.63 mmol) of ethyl 8-[(aminocarbonyl)amino]-1-methyl-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate in 15 mL of a mixture methanol/dimethylformamide/ammonium hydroxide 30% 1/1/1 was stirred in a close bottle at 65° C. for 48 hours. The solvent was then evaporated under reduced pressure, the residue redissolved with a mixture dichloromethane/methanol 9/1 and washed with water. The organic layer was dried over anhydrous Na2SO4 and evaporated to dryness. The product was purified by chromatography on a silica gel column (eluant dichloromethane/acetone/methanol) giving 0.09 g (50% yield) of the title compound.

후처리

  1. customThe solvent was then evaporated under reduced pressure
  2. dissolutionthe residue redissolved with a mixture dichloromethane/methanol 9/1
  3. washwashed with water
  4. dry with materialThe organic layer was dried over anhydrous Na2SO4
  5. customevaporated to dryness
  6. customThe product was purified by chromatography on a silica gel column (eluant dichloromethane/acetone/methanol)

출처 및 근거

ORD 기록
ord-0a98c85d26f8424fa3a0eb0d2ad730f3
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07482354B2

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