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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2245555Generated: October 25, 2026

1-(6-Chloro-pyridine-3-sulfonyl)-4-methyl-piperazine → Methyl 2-hydroxy-3-{5-[(4-methylpiperazin-1-yl)sulfonyl]pyridin-2-yl}-1H-indole-5-carboxylate

https://huagongshe.com/reaction/2245555

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(6-Chloro-pyridine-3-sulfonyl)-4-methyl-piperazineHCID 822457—
ReactantMethyl 2,3-dihydro-2-oxo-1H-indole-5-carboxylateHCID 2773516—
ProductMethyl 2-hydroxy-3-{5-[(4-methylpiperazin-1-yl)sulfonyl]pyridin-2-yl}-1H-indole-5-carboxylateHCID 136355175—

Reaction Steps

The title compound was prepared as described for Example 103 using 1-[(6-chloropyridine-3-yl)sulfonyl]-4-methylpiperazine (described in: Thunus. L. Annales Pharmaceutiques Francaises 1977, 35, 197-204) and methyl 2-oxoindoline-5-carboxylate to give the title compound in 59% yield, but without the treatment of the base with hydrochloric acid to from the salt: 1H NMR (D2O, 400 MHz) δ 8.03 (d, J=2 Hz, 1H), 7.44 (m, 1H), 7.30 (d, J=8 Hz, 1H), 7.23 (s, 1H), 6.82 (d, J=9 Hz, 1H), 6.70 (d, J=8 Hz, 1H), 3.93 (m, 2H), 3.82 (s, 3H), 3.65 (m, 2H), 3.28 (m, 2H), 3.03 (m, 2H), 2.94 (s, 3H); MS (TSP) m/z 431 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07683067B2
Source datasetuspto-grants-2010_03
ORD IDord-5d704b07b051479e8aef372421371223
Source noteuspto-grants-2010_03