HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-5-(tributylstannyl)-1,3-thiazole → 5-(5-Bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)-2-chlorothiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-5-(tributylstannyl)-1,3-thiazole | HCID 11654421 | — |
| Reactant | 5-bromo-3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole | HCID 67959755 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 5-(5-Bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)-2-chlorothiazole | HCID 67959699 | — |
Reaction Steps
The title compound was prepared analogously to compound 30a, using 5-bromo-3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (2.56 g, 6.29 mmol), 2-chloro-5-(tributylstannyl)thiazole (2.955 g, 7.23 mmol, Synthonix), CuI (0.12 g, 0.630 mmol) and Pd(PPh3)4 (0.74 g, 0.640 mmol). Purification by flash chromatography (Isco, (120 gram)) eluting with 2M NH3 in MeOH:DCM (0:1→1:99) gave 2.12 g (85%) of a white amorphous solid. m/z: 397.8, 399.8 [M+1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090593B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-f2f911d088144b4f8512ddae7db8ce5a |
| Source note | uspto-grants-2015_07 |