HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(7-Hydroxy-6-((trimethylsilyl)ethynyl)quinazolin-2-ylamino)-N-isopropylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | 4-(6-Bromo-7-hydroxyquinazolin-2-ylamino)-N-isopropylbenzamide | HCID 136029922 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(7-Hydroxy-6-((trimethylsilyl)ethynyl)quinazolin-2-ylamino)-N-isopropylbenzamide | HCID 136360485 | — |
Reaction Steps
To a 0.09M mixture of 4-(6-bromo-7-hydroxyquinazolin-2-ylamino)-N-isopropylbenzamide (0.17 mM), triethylamine (0.5 ml), Pd(dppf)2Cl2CH2Cl2 (0.1 eq), Copper(I) iodide (0.1 eq), in DMF was added trimethylsilylacetylene (10 eq). The suspension was microwaved at 120° C. for 20 min. Reaction mixture was diluted with ethyl acetate and was washed with water, brine, dried and concentrated to give crude product. ES/MS m/z 419 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932262B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-51e77951048d4fe59278fdbccbefe0c5 |
| Source note | uspto-grants-2011_04 |