HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
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 | 5-(6-Methoxy-1,3-benzothiazol-2-yl)pyrimidin-2-amine | HCID 24804069 | — |
| Reactant | 2-Bromo-1,3-benzothiazol-6-ol | HCID 45116782 | — |
| Product | 2-(6-Morpholin-4-ylpyridin-3-yl)-1,3-benzothiazol-6-ol | HCID 24804232 | 39.4% |
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, 1H) 8.71 (d, 1H) 8.09 (dd, 1H) 7.77 (d, 1H) 7.37 (d, 1H) 6.98-6.93 (m, 2H) 3.73-3.69 (m, 4H) 3.61-3.56 (m, 4H); MS m/z (M+H) 314.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163928B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-2da2923cfc074b46b55aaffa2f6b057e |
| Source note | uspto-grants-2012_04 |