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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851777Generated: October 27, 2026

4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl)morpholine → 2-(6-Morpholin-4-ylpyridin-3-yl)-1,3-benzothiazol-6-ol

https://huagongshe.com/reaction/1851777

Reaction equation

Participants

RoleNameHCIDCharge
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—
Reactant2-Bromo-1,3-benzothiazol-6-olHCID 45116782—
Product2-(6-Morpholin-4-ylpyridin-3-yl)-1,3-benzothiazol-6-olHCID 2480423239.4%

Reaction Steps

2-Bromo-1,3-benzothiazol-6-ol (40 mg, 0.17 mmol) and 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]morpholine (61 mg, 0.21 mmol) were reacted according to the procedure used for the preparation of 5-(6-methoxy-1,3-benzothiazol-2-yl)pyrimidin-2-amine The reaction mixture was cooled to rt and concentrated. Flash chromatography (Heptane/EtOAc 1:1) gave the title compound (21 mg) as an off-white solid. 1H NMR δ 9.80 (br s, 1 H) 8.71 (d, 1 H) 8.09 (dd, 1 H) 7.77 (d, 1 H) 7.37 (d, 1 H) 6.98-6.93 (m, 2 H) 3.73-3.69 (m, 4 H) 3.61-3.56 (m, 4 H); MS ink (M+H) 314.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957215B2
Source datasetuspto-grants-2015_02
ORD IDord-e64b6ee5aefb4d1ba8429eb32da542d9
Source noteuspto-grants-2015_02