HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 3-Benzothiazol-2-ylpyridin-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Chlorobenzothiazole | HCID 11987 | — |
| Reactant | 2-Aminopyridine-3-boronic acid, pinacol ester | HCID 43811067 | — |
| Reactant | 3-(5-Chloro-8-fluoroisoquinolin-3-yl)-pyridin-2-ylamine | HCID 67521213 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 3-Benzothiazol-2-ylpyridin-2-ylamine | HCID 67520959 | — |
Reaction Steps
The title compound was prepared following the procedure for 3-(5-chloro-8-fluoroisoquinolin-3-yl)-pyridin-2-ylamine, using 3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-ylamine (30.0 g, 136 mmol), 2-chlorobenzothiazole (16.5 g, 97 mmol), Pd(PPh3)4 (3.3 g, 3 mol %), and Cs2CO3 (72.6 g, 223 mmol). 1H NMR (CDCl3, 300 MHz): δ=6.71 (dd, J=6.8, 3.6 Hz, 1H), 7.13 (brs, 2H), 7.38 (t, J=8.4 Hz, 1H), 7.47 (t, J=8.4 Hz, 1H), 7.87 (d, J=6.0 Hz, 1H), 7.95 (dd, J=6.2, 1.5 Hz, 1H), 7.99 (d, J=6.0 Hz, 1H), 8.18 (dd, J=6.2, 1.2 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178668B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-00649cf0b8e9426ab11dda8ec63e76c7 |
| Source note | uspto-grants-2012_05 |