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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25414Generated: October 25, 2026

Sodium Bicarbonate → 2-methylsulfonyl-N-(3-pyridin-4-yl-1H-indazol-5-yl)benzenesulfonamide

https://huagongshe.com/reaction/25414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
Reactanttert-butyl 3-iodo-5-(N-tert-butoxycarbonyl-2-methylsulfonylbenzenesulfonylamino)indazole-1-carboxylateHCID 22567083—
SolventDimethylformamideHCID 6228—
Product2-methylsulfonyl-N-(3-pyridin-4-yl-1H-indazol-5-yl)benzenesulfonamideHCID 2256725315.8%

Reaction Steps

2-Methylsulfonyl-N-(3-pyridin-4-yl-1H-indazol-5-yl)benzenesulfonamide 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, of 380 mg 4-pyridylboronic acid, 40 ml of dimethylformamide, 3.2 ml of a saturated aqueous sodium hydrogencarbonate solution and 42.7 mg of tetrakis(triphenylphosphine)palladium[0]. 100 mg of 2-methylsulfonyl-N-(3-pyridin-4-yl-1H-indazol-5-yl)benzenesulfonamide are thus obtained in the form of a white solid melting at 265° C. (analysis C19H16N4O4S2 % calculated C, 53.26; H, 3.76; N, 13.08; O, 14.94; S, 14.97. % found C, 52.59; H, 3.30; N, 12.89; S, 15.14).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858638B2
Source datasetuspto-grants-2005_02
ORD IDord-bef765b73e6e442ba3191a1e3ce0826a
Source noteuspto-grants-2005_02