HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 58504473, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4,6-Dichloro-n-methylpyrimidin-2-amine | HCID 259880 | — |
| Reactant | (2R,5R)-2,5-Dimethylmorpholine | HCID 28819207 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58504473 | HCID 58504473 | — |
Reaction Steps
To a solution of (2R,5R)-2,5-dimethylmorpholine (400 mg, 3.47 mmol) and 4,6-dichloro-N-methyl-2-pyrimidinamine (742 mg, 4.17 mmol) in CH3CN (5 mL) stirred at room temperature was added Hunig's base (1.213 mL, 6.95 mmol). The reaction vessel was sealed and heated in Biotage Initiator using initial normal to 120° C. for 1 hour. After cooling the reaction, the mixture was concentrated under reduced pressure and the residue was added to a silica gel column and was eluted with Hex/EtOAc (10:1 to 3:1). Collected fractions:the first fraction was the starting material 4,6-dichloro-N-methyl-2-pyrimidinamine (300 mg), and the second fraction was the title compound (460 mg) as a light yellow solid. LC-MS (ES) m/z=257 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697685B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-f90f2aad4bc14a65a21ec397bf1e8ec5 |
| Source note | uspto-grants-2014_04 |