HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4'-(cyclopropylmethyl)-N2-(tetrahydro-2H-pyran-3-yl)-4,5'-bipyrimidine-2,2'-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Oxan-3-amine hydrochloride | HCID 46735995 | — |
| Reactant | 4'-(Cyclopropylmethyl)-2-(methylsulfinyl)-4,5'-bipyrimidin-2'-amine | HCID 67983921 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4'-(cyclopropylmethyl)-N2-(tetrahydro-2H-pyran-3-yl)-4,5'-bipyrimidine-2,2'-diamine | HCID 67983440 | 13% |
Reaction Steps
To a solution of 4′-(cyclopropylmethyl)-2-(methylsulfinyl)-4,5′-bipyrimidin-2′-amine (5-2) (50 mg, 0.173 mmol) in DMSO (1 ml), was added Tetrahydro-pyran-3-ylamine HCl (119 mg, 0.864 mmol) and triethylamine (0.120 ml, 0.864 mmol) and the reaction was microwaved for 45 min at 160° C. The reaction was purified directly by reverse phase HPLC with a gradient of 10-90% acetonitrile in water over 15 minutes and then further purified by flash chromatography with a gradient of 25-100% ethyl acetate in heptane to give the desired product as a white solid (7.36 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901147B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-a110978972a0424292e0429455a8b695 |
| Source note | uspto-grants-2014_12 |