HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl)morpholine | HCID 2795363 | — |
| Reactant | 2-Bromo-6-fluoro-1,3-benzothiazole | HCID 11492351 | — |
| Reactant | 5-(6-Methoxy-1,3-benzothiazol-2-yl)pyrimidin-2-amine | HCID 24804069 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | 5-(5-methoxy-1,3-benzothiazol-2-yl)-N-methylpyridin-2-amine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163928B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-12553382e74b4dd9832c71bfadf597e9 |
| Source note | uspto-grants-2012_04 |