Reacción #53691

ord-e2ae363c9d60459b9d55e21340fba99f

Ecuación de reacción

CC(C)(C)OC(=O)N(c1ccc2c(c1)c(I)nn2C(=O)OC(C)(C)C)S(=O)(=O)c1ccccc1S(C)(=O)=O
tert-butyl 3-iodo-5-(N-tert-butoxycarbonyl-2-methylsulfonylbenzenesulfonylamino)indazole-1-carboxylate
OB(O)c1ccco1
2-furanboronic acid
O=C([O-])O.[Na+]
sodium hydrogencarbonate
CS(=O)(=O)c1ccccc1S(=O)(=O)Nc1ccc2[nH]nc(-c3ccco3)c2c1
N-(3-furan-2-yl-1 H-indazol-5-yl)-2-methylsulfonylbenzenesulfonamide
Rendimiento 32.5%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

N-(3-Furan-2-yl-1H-indazol-5-yl)-2-methylsulfonylbenzenesulfonamide can be obtained as described in Example 47 from 1 g of tert-butyl 3-iodo-5-(N-tert-butoxycarbonyl-2-methylsulfonylbenzenesulfonylamino)indazole-1-carboxylate, 330 mg of 2-furanboronic acid, 40 ml of dimethylformamide, 3.2 ml of a saturated aqueous sodium hydrogencarbonate solution and 42.7 mg of tetrakis(triphenylphosphine)palladium[0]. 200 mg of N-(3-furan-2-yl-1 H-indazol-5-yl)-2-methylsulfonylbenzenesulfonamide are thus obtained in the form of a white solid melting at 248° C. (analysis C18H15N3O5S2 % calculated C, 51.79; H, 3.62; N, 10.07; O, 19.16; S, 15.36. % found C, 51.95; H, 3.75; N, 9.68; S, 14.75).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06858638B2uspto-grants-2005_02