* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
In ethyl acetate; at 5 - 25℃; for 18h;Large scale;
The benzene sulfonic acid 3.3Kg added ethyl acetate 14L clear,Circulating frozen brine bath to 5 ~ 15 ;2-Methanesulfonyl 5-tert-butoxycarbonyl- (2-hydro, 4-hydro, 6-hydro) -pyrrolo [3,4- c] pyrazole2.85Kg added ethyl acetate 14L in a clear,At 5 ~ 15 C was added dropwise to a solution of ethyl benzenesulfonate,Stir for 30 minutes,Go ice-cold bath,Stir at 25 ± 5 C for 16 hours,Centrifuge,Stir the solid with 17 L of ethyl acetate for 1.5 hours;Centrifuge,The solid was rinsed with 4 L of ethyl acetate,Wet products at -0.08MPa ~ -0.1MPa,40 C for 8 hours under vacuum to give a pale yellow solid Compound II 3.16Kg,Yield 92.3%.HPLC: 96.75%
In Isopropyl acetate; at 20 - 40℃; for 18h;
Step D: 2-(Methylsulfonyl )-2.4,5 ,6-tetrahydropyrrolo 3 A-c] pyrazole benzenesulfomc acidsaltTo the product from Step C (87 g, 303 mmol) in isopropyl acetate (1 L) was added benzensulfonic acid (71.8 g, 454 mmol) and the mixture warmed to 40 C and stirred for 2 h. The mixture was cooled to ambient temperature and stirred for 16 h to give an off-white slurry. The solid was filtered, washed with isopropyl acetate, and suction dried to afford the title compound as a white solid. LC/MS: 188.1 (M+l).
In Isopropyl acetate; at 20 - 40℃; for 18h;
To the product from Step C (87 g, 303 mmol) in isopropyl acetate (1 L) was added benzensulfonic acid (71.8 g, 454 mmol) and the mixture warmed to 40 C and stirred for 2 h. The mixture was cooled to ambient temperature and stirred for 16 h to give an off-white slurry. The solid was filtered, washed with isopropyl acetate, and suction dried to afford the title compound as a white solid. LC MS: 188.1 (M+l).
In Isopropyl acetate; at 20 - 40℃; for 18h;
Step D: 2-(Methylsi^fonvn-2,4 ,6-tetrahydropYrrolo 3,4-c1pyrazole benzenesulfonic acid saltTo the product from Step C (87 g, 303 mmol) in isopropyl acetate (1 L) was added benzensulfonic acid (71.8 g, 454 mmol) and the mixture warmed to 40 C and stirred for 2 h. The mixture was cooled to ambient temperature and stirred for 16 h to give an off white slurry. The solid was filtered, washed with isopropyl acetate, and suction dried to afford the title compound as a white solid. LC/MS: 188.1 (M+l).
In Isopropyl acetate; at 0 - 20℃;Large scale;
Step F: 2-(methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-5-ium benzenesulfonate To a solution of tert-butyl 2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate (32.1 kg, 111 mol) in iso-propylacetate (289 kg) was added benzenesulfonic acid (35.35 kg, 223 mol). The reaction was stirred for 3 days at room temperature and then cooled to 0-10 C. and stirred an additional 1 h. The resulting slurry was filtered and the cake washed with iso-propylacetate. The solids were dried overnight under vacuum at room temperature to give 2-(methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-5-ium benzenesulfonate.
(2R,3S,5R)-2-(2,5-difiuorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]-1-(1,3-oxazol-4-ylmethyl)piperidin-3-amine tris(trifluoroacetic acid salt)[ No CAS ]
(2R,3S,5R)-2-(2,5-difiuorophenyl)-5-[2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]-1-[(2R)-2-fluoropropyl]piperidin-3-amine tris(trifluoroacetic acid salt)[ No CAS ]
(2R,3S,5R)-2-(2,5-difiuorophenyl)-1-[(2R)-2-fluoropropyl]-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]piperidin-3-amine tris(trifluoroacetic acid salt)[ No CAS ]
tert-butyl {(2R,3S,5R)-2-(2,5-difiuorophenyl)-1-[(2R)-2-fluoropropyl]-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]piperidin-3-yl}carbamate bis(trifluoroacetic acid salt)[ No CAS ]
(2R,3S,5R)-2-(2,5-difiuorophenyl)-1-(2,2-difluoropropyl)-5-(2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl)piperidin-3-amine tris(trifluoroacetic acid salt)[ No CAS ]
(2R,3S,5R)-2-(2,5-difiuorophenyl)-1-(2,2-difluoropropyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]piperidin-3-amine tris(trifluoroacetic acid salt)[ No CAS ]
2-{(2R,3S,5R)-3-amino-2-(2,5-difiuorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]piperidin-1-yl}acetamide tris(trifluoroacetic acid salt)[ No CAS ]
{(2R,3S,5R)-3-amino-2-(2,5-difiuorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]piperidin-1-yl}acetic acid tris(trifluoroacetic acid salt)[ No CAS ]
2-{(2R,3S,5R)-3-amino-2-(2,5-difiuorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]piperidin-1-yl}-1-[(3R)-3-fluoropyrrolidin-1-yl]ethanone tris(trifluoroacetic acid salt)[ No CAS ]
tert-butyl {(2R,3S,5R)-2-(2,5-difiuorophenyl)-1-{2-[(3R)-3-fluoropyrrolidin-1-yl]-2-oxoethyl}-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]piperidin-3-yl}carbamate bis(trifluoroacetic acid salt)[ No CAS ]
2-[(2R,3S,5R)-3-amino-2-(2,5-difiuorophenyl)-5-(2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl)piperidin-1-yl]-1-[(3R)-3-fluoropyrrolidin-1-yl]ethanone tris(trifluoroacetic acid salt)[ No CAS ]
(2R,3S,5R)-2-(2,5-difiuorophenyl)-1-{2-[(3R)-3-fluoropyrrolidin-1-yl]ethyl}-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]piperidin-3-amine tris(trifluoroacetic acid salt)[ No CAS ]
(2R,3S,5R)-2-(2,5-difiuorophenyl)-5-(2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl)-1-{2-[(3R)-3-fluoropyrrolidine-1-yl]ethyl}piperidin-3-amine tris(trifluoroacetic acid salt)[ No CAS ]
(2R,3S,5R)-2-(2,5-difiuorophenyl)-5-(2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl)-1-[2,2,2-trifluoro(2H2)ethyl]piperidin-3-amine tris(trifluoroacetic acid salt)[ No CAS ]
1-{5-[(3R,5S,6R)-5-amino-6-(2,5-difiuorophenyl)piperidin-3-yl]-5,6-dihydropyrrolo[3,4-c]pyrazol-2(4H)-yl}-2-methylpropan-2-ol tris(trifluoroacetic acid salt)[ No CAS ]
1-{5-[(3R,5S,6R)-5-amino-6-(2,5-difiuorophenyl)piperidin-3-yl]-5,6-dihydropyrrolo[3,4-c]pyrazol-1(4H)-yl}-2-methylpropan-2-ol tris(trifluoroacetic acid salt)[ No CAS ]
(2R,3S,5R)-2-(2,5-difiuorophenyl)-5-[2-(2-fluoro-2-methylpropyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]piperidin-3-amine tris(trifluoroacetic acid salt)[ No CAS ]
(2R,3S,5R)-2-(2,5-difiuorophenyl)-5-[2-(methylsulfonyl)-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]piperidin-3-amine tris(trifluoroacetic acid salt)[ No CAS ]
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
Life Science
For Research Only
88K+ Compounds
Competitive Price
1-2 Day Shipping
