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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698099Generated: November 1, 2026

2-Chlorobenzothiazole → tert-Butyl [5-(1,3-benzothiazol-2-yl)pyridin-2-yl]methylcarbamate

https://huagongshe.com/reaction/1698099

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorobenzothiazoleHCID 11987—
Reactant5-(6-Methoxy-1,3-benzothiazol-2-yl)pyrimidin-2-amineHCID 24804069—
Reactanttert-Butyl [5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)pyridin-2-yl]methylcarbamateHCID 86626541—
Producttert-Butyl [5-(1,3-benzothiazol-2-yl)pyridin-2-yl]methylcarbamateHCID 8662654262.1%

Reaction Steps

2-Chlorobenzothiazole (31 μL, 0.25 mmol) and tert-butyl[5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)pyridin-2-yl]methylcarbamate (80 mg, 0.25 mmol) were reacted according to the procedure used for the preparation of 5-(6-methoxy-1,3-benzothiazol-2-yl)pyrimidin-2-amine. After 1 h at 80° C., the mixture was concentrated under reduced pressure and the residue was partitioned between DCM and H2O. The organic phase was concentrated. Flash chromatography (Heptane/EtOAc gradient) gave the product (53 mg) as a white solid. MS m/z (M+H) 342.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163928B2
Source datasetuspto-grants-2012_04
ORD IDord-7f2e3f2f4682411ab1bddc315c82a34e
Source noteuspto-grants-2012_04