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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698093Generated: October 31, 2026

4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl)morpholine → 5-(5-methoxy-1,3-benzothiazol-2-yl)-N-methylpyridin-2-amine

https://huagongshe.com/reaction/1698093

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl)morpholineHCID 2795363—
Reactant2-Bromo-6-fluoro-1,3-benzothiazoleHCID 11492351—
Reactant5-(6-Methoxy-1,3-benzothiazol-2-yl)pyrimidin-2-amineHCID 24804069—
SolventEthylacetate heptaneHCID 21899848—
Product5-(5-methoxy-1,3-benzothiazol-2-yl)-N-methylpyridin-2-amineHCID 24803727—

Reaction Steps

2-Bromo-6-fluoro-1,3-benzothiazole (100 mg, 0.43 mmol) and 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]morpholine (150 mg, 0.52 mmol) were reacted according to the procedure used for the preparation of 5-(6-methoxy-1,3-benzothiazol-2-yl)pyrimidin-2-amine. Flash chromatography (Heptane/EtOAc 1:1) furnished the title compound (126 mg) as an off-white solid. 1H NMR δ 8.79 (d, 1H) 8.15 (dd, 1H) 8.05-7.97 (m, 2H) 7.40-7.34 (m, 1H) 6.99 (d, 1H) 3.73-3.69 (m, 4H) 3.64-3.60 (m, 4H); MS m/z (M+H) 316.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163928B2
Source datasetuspto-grants-2012_04
ORD IDord-12553382e74b4dd9832c71bfadf597e9
Source noteuspto-grants-2012_04