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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846770Generated: November 2, 2026

Water → N-(3-(3-bromopyridin-2-yloxy)cyclobutyl)benzo[d]thiazol-2-amine

https://huagongshe.com/reaction/1846770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-ChlorobenzothiazoleHCID 11987—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-((3-Bromopyridin-2-yl)oxy)cyclobutanamine hydrochlorideHCID 67478726—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-(3-(3-bromopyridin-2-yloxy)cyclobutyl)benzo[d]thiazol-2-amineHCID 5854856160%

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of 3-((3-bromopyridin-2-yl)oxy)cyclobutanamine hydrochloride (242 mg, 1 mmol), 2-chloro-benzothiazole (169 mg, 1 mmol) and DIEA (286 mg, 2 mmol) in NMP (10 mL) was heated to 180° C. for 2 hours in microwave. The reaction mixture was added water, extracted with EtOAc (40 mL), washed with brine and dried over Na2SO4. The organic layers were concentrated and purified by column chromatography to give N-(3-((3-bromopyridin-2-yl)oxy)cyclobutyl)benzo[d]thiazol-2-amine (225 mg, 0.6 mmol, yield 60%). ESI-MS (M+1): 376 calc. for C16H14BrN3OS 375.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952037B2
Source datasetuspto-grants-2015_02
ORD IDord-d646af6446424e1d8bb8d1728370f53e
Source noteuspto-grants-2015_02