HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 58174070, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Isopropylphenylboronic acid | HCID 2773480 | — |
| Reactant | HCID 58174068 | HCID 58174068 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58174070 | HCID 58174070 | 11% |
Reaction Steps
4-[2-(Pteridin-4-ylamino)-ethyl]-phenol (500 mg, 1.9 mmol), 4-isopropylphenylboronic acid (400 mg, 2.4 mmol), anh. Cu(OAc)2 (360 mg, 2.0 mmol) and powdered, freshly activated 4 Å molecular sieves (approximately 1 g) were combined in CH2Cl2 (15 mL), treated with pyridine (920 μL, 900 mg, 11.4 mmol) and sealed and stirred for 20 h with a moisture trap. The reaction was suction filtered and the filtrate shaken with dilute aqueous NH4OH. The organic phase was washed with H2O and brine and concentrated in vacuo. The residue was purified by preparative RP-HPLC using 80% MeCN/H2O to yield {2-[4-(4-isopropylphenoxy)-phenyl]-ethyl}-pteridin-4-yl-amine (78 mg, 11%) as a tan solid: mp 105-106.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895568B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-35a82d84932e41819c2f5989db0d3b28 |
| Source note | uspto-grants-2014_11 |