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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513640Generated: October 29, 2026

3-Chloro-2-methylaniline → HCID 68183460, compound

https://huagongshe.com/reaction/513640

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-2-methylanilineHCID 6894—
Reactant6-Methoxy-8-quinolinamineHCID 7023—
ReactantChlorosulfonic acidHCID 24638—
ReactantPhosphorus pentachlorideHCID 24819—
ReactantDiisopropylethylamineHCID 81531—
ProductHCID 68183460HCID 681834602.3%

Reaction Steps

In a similar fashion using route 19 general procedure 42, 6-methoxyquinolin-8-amine (Intermediate 23) (300 mg, 1.7 mmol), chlorosulfonic acid (120 μl, 1.8 mmol), PCl5 (370 mg, 1.8 mmol), TEA (360 μl, 2.5 mmol), 3-chloro-2-methylaniline (810 μl, 6.8 mmol) and DIPEA (600 μl, 3.4 mmol) gave the title compound (15 mg, 2%) after purification by column chromatography with DCM/n-hexane (1:1) as the eluent, followed by recrystallisation from EtOAc/n-hexane and then further purification by column chromatography with n-hexane/EtOAc (4:1) as the eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102688B2
Source datasetuspto-grants-2015_08
ORD IDord-f5ebefbde0454456a3cad92eb1410142
Source noteuspto-grants-2015_08