Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 68680887 | HCID 68680887 | — |
| Reactant | HCID 68682180 | HCID 68682180 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 68679805 | HCID 68679805 | — |
Reaction Steps
The solid supported 2-bromostyrylquinazoline (3) (0.054 mmol, 0.54 mmol/g), phenylboronic acid (0.5 mmol), Pd(PPh3)4 (20 mg), triethylamine (20 ml) and 2 ml DMF are placed in a fritted polypropylene tube. The mixture is agitated at 80° for 24 h. After cooling to rt, the mixture is customary worked up for solid phase reactions. The solid-supported 2-(2-biphenyl-4-yl-vinyl)-quinazoline and 2 ml of a mixture of H2O, TFA and dichloromethane (1:49:50) is placed in a fritted polypropylene tube. The contents are shaken for 2 h at rt. The suspension is filtered and the resin is washed with dichloromethane (1 ml) and methanol (1 ml) respectively. Evaporation of the combined filtrates give (3-aminomethyl-cyclohexylmethyl)-[2-(2-biphenyl-4-yl-vinyl)-quinazolin-4-yl]-amine;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07829566B2 |
|---|
| Source dataset | uspto-grants-2010_11 |
|---|
| ORD ID | ord-74c542bbef2e4fd9b35c0867bb1d6dd6 |
|---|
| Source note | uspto-grants-2010_11 |
|---|