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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25420Generated: October 25, 2026

Sodium Bicarbonate → N-[3-(4-dimethylaminophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide

https://huagongshe.com/reaction/25420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant4-(Dimethylamino)phenylboronic acidHCID 2734344—
ReactantTert-butyl 3-iodo-5-(2-methylsulfonylbenzenesulfonylamino)indazole-1-carboxylateHCID 22567134—
SolventDimethylformamideHCID 6228—
ProductN-[3-(4-dimethylaminophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamideHCID 2256717724.5%

Reaction Steps

N-[3-(4-Dimethylaminophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide can be obtained as described in Example 59 from 1 g of tert-butyl 3-iodo-5-(2-methylsulfonylbenzenesulfonylamino)indazole-1-carboxylate, 570 mg of 4-dimethylaminophenylboronic acid, 40 ml of dimethylformamide, 3.2 ml of a saturated aqueous solution of sodium hydrogencarbonate and 50 mg of tetrakis(triphenylphosphine)palladium[0]. 200 mg of N-[3-(4-dimethylaminophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide are thus obtained in the form of a yellow solid melting above 260° C. (analysis C22H22N4O4S2 % calculated C, 56.15; H, 4.71; N, 11.91; O, 13.60; S, 13.63. % found C, 55.74; H, 4.81; N, 12.03; S, 13.34).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858638B2
Source datasetuspto-grants-2005_02
ORD IDord-7f0add7dca7a421fa869e9b1f6db37d8
Source noteuspto-grants-2005_02