Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tolylboronic acid | HCID 79799 | — |
| Reactant | HCID 68680238 | HCID 68680238 | — |
| Reactant | HCID 68680837 | HCID 68680837 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68680249 | HCID 68680249 | — |
Reaction Steps
Solid supported 6-iodoquinazoline (2) [synthesized according to example 5] (0.054 mmol, 0.54 mmol/g), 4-methylphenylboronic acid (0.5 mmol), Pd(PPh3)4 (20 mg), and 2 ml DMF are placed in a fritted polypropylene tube. The mixture is agitated at 80° got 24 h. After cooling to rt, the mixture is customary worked up for solid phase reactions. The solid supported 6-(4-methylphenyl)quinazoline and 2 ml of a mixture of H2O, TFA and dichloromethane (1:49:50) are 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-(4-benzyloxy-phenyl)-vinyl]-6-4-tolyl-quinazolin-4-yl}-amine;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07829566B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-edb61d34b3704a0d9ed2990ddf433577 |
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| Source note | uspto-grants-2010_11 |
|---|