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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698092Generated: October 31, 2026

2-Bromo-1,3-benzothiazole → 5-(5-methoxy-1,3-benzothiazol-2-yl)-N-methylpyridin-2-amine

https://huagongshe.com/reaction/1698092

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromo-1,3-benzothiazoleHCID 612040—
Reactant4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl)morpholineHCID 2795363—
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-1,3-benzothiazole (100 mg, 0.47 mmol) and 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]morpholine (163 mg, 0.56 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 (73 mg) as an off-white solid. 1H NMR δ 8.81 (d, 1H) 8.18 (dd, 1H) 8.10 (d, 1H) 7.98 (d, 1H) 7.54-7.48 (m, 1H) 7.44-7.38 (m, 1H) 7.00 (d, 1H) 3.74-3.70 (m, 4H) 3.65-3.60 (m, 4H); MS m/z (M+H) 298.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163928B2
Source datasetuspto-grants-2012_04
ORD IDord-62016d32d42e4e68940187be0b81c2ae
Source noteuspto-grants-2012_04