Реакция #53705

ord-b49349faf7864ba68350676bdb121b26

Уравнение реакции

CC(C)(C)OC(=O)n1nc(I)c2cc(NS(=O)(=O)c3ccccc3S(C)(=O)=O)ccc21
tert-butyl 3-iodo-5-(2-methylsulfonylbenzenesulfonylamino)indazole-1-carboxylate
OB(O)c1ccc2ccccc2c1
2-naphthaleneboronic acid
O=C([O-])O.[Na+]
sodium hydrogencarbonate
CS(=O)(=O)c1ccccc1S(=O)(=O)Nc1ccc2[nH]nc(-c3ccc4ccccc4c3)c2c1
2-methylsulfonyl-N-(3-naphthalen-2-yl-1H-indazol-5-yl)benzenesulfonamide
Выход 29.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Методика

2-Methylsulfonyl-N-(3-naphthalen-2-yl-1H-indazol-5-yl)benzenesulfonamide can be obtained as described in Example 59 from 0.5 g of tert-butyl 3-iodo-5-(2-methylsulfonylbenzenesulfonylamino)indazole-1-carboxylate, 298 mg of 2-naphthaleneboronic acid, 20 ml of dimethylformamide, 1.88 ml of a saurated aqueous sodium hydrogencarbonate solution and 24.5 mg of tetrakis(triphenylphosphine)palladium[0]. 120 mg of 2-methylsulfonyl-N-(3-naphthalen-2-yl-1H-indazol-5-yl)benzenesulfonamide are thus obtained in the form of a white solid melting at 221° C. (analysis C24H19N3O4S2 % calculated C, 60.36; H, 4.01; N, 8.80; O, 13.40; S, 13.43. % found C, 60.09, H, 4.06; N, 8.55; S, 13.51).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US06858638B2uspto-grants-2005_02