Benzene → HCID 178437875、化合物

反応式

[CH:1]1([N:6]2[C:10]([NH2:11])=[C:9]([C:12]([NH2:14])=[O:13])[C:8]([CH2:15][CH3:16])=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C[Al](C)C.C(OC(C[N:27]1[CH:31]=[CH:30][CH:29]=[CH:28]1)=O)C.Cl.[CH:33]1C=CC=C[CH:34]=1>>[CH:1]1([N:6]2[C:10]3=[N:11][C:33]([CH2:34][C:31]4[NH:27][CH:28]=[CH:29][CH:30]=4)=[N:14][C:12](=[O:13])[C:9]3=[C:8]([CH2:15][CH3:16])[NH:7]2)[CH2:2][CH2:3][CH2:4][CH2:5]1

参加物

反応物 5

HCID 241Benzene2 回

HCID 313Hydrochloric Acid

HCID 350610Ethyl 2-pyrrol-1-ylacetate

HCID 16682925Trimethylaluminum

HCID 224493525-amino-1-cyclopentyl-3-ethyl-1H-pyrazole-4-carboxamide

生成物 1

HCID 178437875HCID 178437875、化合物

実験手順

To a solution of 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carboxamide (1.0 g, 4.5 mmol) in benzene (10 ml) in an ice bath was added trimethylaluminum (4.9 ml, 2M in toluene). The reaction mixture was stirred at room temperature for 1 hour, then 1-(ethoxycarbonylmethyl)pyrrole (0.7 g) in benzene (25 ml) was added and the reaction mixture was refluxed overnight. The reaction mixture was cooled, 2N HCl was added and the mixture was extracted with CHCl3 (3×). The organic layer was separated, dried over MgSO4, and concentrated in vacuo. The residue was digested with ether and recrystallized from ether to afford 1-cyclopentyl-3-ethyl-6-(1-pyrrolylmethyl)-pyrazolo[3,4-d]pyrimidin-4-one, m.p. 170°-172° C.