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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452898Generated: October 25, 2026

Sodium Bicarbonate → N-{3-[(E)-2-(4-chlorophenyl)vinyl]-1H-indazol-5-yl}-2-methylsulfonylbenzenesulfonamide

https://huagongshe.com/reaction/1452898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactanttrans-2-(4-Chlorophenyl)vinylboronic acidHCID 642694—
ReactantTert-butyl 3-iodo-5-(2-methylsulfonylbenzenesulfonylamino)indazole-1-carboxylateHCID 22567134—
SolventDimethylformamideHCID 6228—
ProductN-{3-[(E)-2-(4-chlorophenyl)vinyl]-1H-indazol-5-yl}-2-methylsulfonylbenzenesulfonamideHCID 2256721165.8%

Reaction Steps

N-{3-[(E)-2-(4-Chlorophenyl)vinyl]-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, 631 mg of trans-2-(4-chlorophenyl)vinylboronic acid, 28 ml of dimethylformamide, 3.25 ml of a saturated aqueous sodium hydrogencarbonate solution and 48 mg of tetrakis(triphenylphosphine)-palladium[0]. 556 mg of N-{3-[(E)-2-(4-chlorophenyl)vinyl]-1H-indazol-5-yl}-2-methylsulfonylbenzenesulfonamide are thus obtained in the form of a pale yellow solid melting at 247° C. (analysis C22H18ClN3O4S2 % calculated C, 54.15; H, 3.72; Cl, 7.27; N, 8.61; O, 13.11; S, 13.14. % found C, 54.32; H, 4.40; Cl, 5.65; N, 7.83; S, 11.93).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473701B2
Source datasetuspto-grants-2009_01
ORD IDord-6278d611960640e4bdb882dc24fb18c4
Source noteuspto-grants-2009_01