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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2168726Generated: November 1, 2026

Hydrochloric Acid → HCID 67374404, compound

https://huagongshe.com/reaction/2168726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 67373992HCID 67373992—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
ProductHCID 67374404HCID 6737440461.1%

Reaction Steps

To a solution of 5-[3-butyl-6-(1-methyl-piperidin-4-yloxy)-pyridazin-4-yl]-2-cyclohexyloxy-phenylamine (Example 62, 0.2 mmol, 88 mg) in DCM (1.0 mL) at 0° C. was added methanesulfonyl chloride (0.3 mmol, 24 μL) and DIEA (0.3 mmol, 53 μL). And the mixture was stirred at room temperature for 1 hour. It was then condensed in vacuo and the residue was purified by silica gel chromatography (DCM to DCM+10% 2N NH3 in MeOH) to give a colorless sticky solid, which was dissolved in DCM (1.0 mL), 2N HCl in ether (1.0 mL) was added, kept at room temperature for 10 min, condensed, triturated with hexanes to afford N-{5-[3-butyl-6-(1-methyl-piperidin-4-yloxy)-pyridazin-4-yl]-2-cyclohexyloxy-phenyl}-methanesulfonamide dihydrochloride (72 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045461B2
Source datasetuspto-grants-2015_06
ORD IDord-3bcae75809d24e6e815cbe176d65574c
Source noteuspto-grants-2015_06