HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Tri-n-butylstannyl)thiazole → Tert-butyl 3-fluoro-4-(thiazol-4-yl)phenylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Tri-n-butylstannyl)thiazole | HCID 2763258 | — |
| Reactant | Tert-butyl 3-fluoro-4-iodophenylcarbamate | HCID 44203004 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Tert-butyl 3-fluoro-4-(thiazol-4-yl)phenylcarbamate | HCID 57471879 | 62% |
Reaction Steps
A solution of tert-butyl 3-fluoro-4-iodophenylcarbamate (500 mg, 1.48 mmol) and 4-(tributylstannyl)thiazole (0.578 mL, 1.80 mmol) in dioxane (6 mL) was degassed with Ar before being charged with Pd(Ph3P)4 (170 mg, 0.147 mmol). It was stirred at 100 C for 34 h, then concentrated in vacuo. The residue was loaded to a flash column, eluted with 0-25% EtOAc in hexane to give tert-butyl 3-fluoro-4-(thiazol-4-yl)phenylcarbamate (270 mg). MS 295.3 (M+H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349860B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-cb0b9a31ccb04098a1b451ae2612d948 |
| Source note | uspto-grants-2013_01 |