HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 6-{[6-(4-Fluorophenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | Methyl 6-{[6-bromo-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoate | HCID 58016901 | — |
| Catalyst | trans-Bis(dicyclohexylamine)palladium(II) acetate | HCID 11180781 | — |
| Product | 6-{[6-(4-Fluorophenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid ethyl ester | HCID 58016819 | — |
Reaction Steps
Add 3 mg (0.01 mmol) trans-bis(dicyclohexylamin)palladium(II) acetate [T. Bin, J. Org. Chem. 2004, 69, 4330-4335] to a mixture of 100 mg (0.22 mmol) 6-{[6-bromo-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester, 37 mg (0.27 mmol) 4-fluorophenylboronic acid and 95 mg (0.45 mmol) potassium phosphate in 5 ml ethanol, and stir, firstly for 16 h at RT and then for 3 h at 80° C. After filtering off the solid, concentrate the filtrate by vacuum evaporation. Purify the residue by preparative RP-HPLC (gradient: water/acetonitrile). 28 mg (26% of theor.) of the desired product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183246B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-18d098081dc9423f9bfd9a61c6bc4bec |
| Source note | uspto-grants-2012_05 |