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

HRID 44593ノート

反応式

HRID 44593 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 2723922Sodium ethoxide溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-4469cbe0f5874bb0a1dfebaf757e02f6
出典データセット
uspto-grants-2013_09
特許番号
US08541429B2

反応ノート

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