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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222291Generated: October 29, 2026

Water → HCID 57722873, compound

https://huagongshe.com/reaction/222291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
ReactantHCID 53309969HCID 53309969—
SolventEthyl AcetateHCID 8857—
ProductHCID 57722873HCID 57722873—

Reaction Steps

To a stirred solution of N-(5-hydroxy-3-phenyl-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-7-yl)methanesulfonamide (30 mg, 0.079 mmol) in THF (3 mL) was added NaH (60%, 10 mg, 0.25 mmol) at 0° C. After 10 min, MeI (50 uL, 0.80 mmol) was added, and the resultant mixture was allowed to stir at room temperature for 4 h. The reaction mixture was treated with water, diluted with EtOAc, washed with brine, dried (Na2SO4), concentrated, and purified by flash chromatography to afford the title compound. 1H NMR (600 MHz, CDCl3) δ 8.71 (s, 1H); 8.07 (s, 1H); 7.19-7.60 (m, 10H); 4.71 (br s, 1H); 3.50 (br s, 3H); 3.28 (s, 3H); 2.79 (s, 3H). LRMS (APCI) calc'd for (C23H23N2O3S) [M+H]+, 407.1; found 407.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207186B2
Source datasetuspto-grants-2012_06
ORD IDord-663c96e424104745bc2f82b43735cc58
Source noteuspto-grants-2012_06