HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylamine → HCID 69005612, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | HCID 86599611 | HCID 86599611 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69005612 | HCID 69005612 | — |
Reaction Steps
A mixture of 5,6-dichloro-4-fluoro-3-(2-fluorophenylamino)-pyridine-2-carboxylic acid methyl ester (1.00 equivalent), TMS-acetylene (1.20 equivalents), Pd(PPh3)2Cl2 (0.10 equivalents), CuI (0.10 equivalents), and i-Pr2NH (2.00 equivalents) in THF is stirred for 16 hours at room temperature. THF is evaporated in vacuo. The reaction mixture is diluted with EtOAc and washed with saturated aqueous NH4Cl and brine. The organic layer is dried over MgSO4, filtered, and concentrated to give the crude material that is purified by flash column chromatography to afford the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576072B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-ca4309342a904a64b0d26bfba207ce0e |
| Source note | uspto-grants-2009_08 |