Water → 4-[3-t-Butyl-5-(3-naphthalen-1-yl-ureido)-pyrazol-1-yl]-benzoic acid ethyl ester

반응식

[C:1]([C:5]1[CH:9]=[C:8]([NH2:10])[N:7]([C:11]2[CH:20]=[CH:19][C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13][CH:12]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:21]1([N:31]=[C:32]=[O:33])[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][CH:22]=1.O.[CH2:35]1COCC1>>[CH2:18]([O:17][C:15](=[O:16])[C:14]1[CH:13]=[CH:12][C:11]([N:7]2[C:8]([NH:10][C:32]([NH:31][C:21]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH:24]=[CH:23][CH:22]=3)=[O:33])=[CH:9][C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[N:6]2)=[CH:20][CH:19]=1)[CH3:35]

참가 물질

반응물 4

HCID 962Water

HCID 8028Tetrahydrofuran2회

HCID 66589alpha-Naphthyl isocyanate

HCID 2973426methyl 4-(5-amino-3-tert-butyl-1H-pyrazol-1-yl)benzoate

생성물 1

HCID 588428904-[3-t-Butyl-5-(3-naphthalen-1-yl-ureido)-pyrazol-1-yl]-benzoic acid ethyl ester

실험 절차

To a solution of Example X (2.9 g, 10 mmol) in THF (50 mL) was added a solution of 1-naphthyl isocyanate (1.7 g, 10 mmol) in THF (20 mL) at 0° C. The mixture was stirred at RT for 1 h and heated until all solids dissolved. The mixture was then stirred at RT for 3 h and poured into water (200 mL). The precipitate was filtered, washed with diluted HCl and H2O, dried under vacuum to give 4.3 g of 4-[3-t-butyl-5-(3-naphthalen-1-yl-ureido)-pyrazol-1-yl]-benzoic acid ethyl ester, which was used without further purification.