HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 59496652, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(3-Methylpyridin-2-yl)piperidin-4-amine | HCID 24208822 | — |
| Reactant | 4-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt | HCID 67541489 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59496652 | HCID 59496652 | — |
Reaction Steps
To a solution of 20% phosgene in toluene (Phosgene:Toluene=1:4, 20.1 uL, 0.0380 mmol) was added a solution of 4-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt (15 mg, 0.034 mmol) and triethylamine (14.4 uL, 0.104 mmol) in acetonitrile (0.5 mL). The resulting mixture was stirred for 10 min A mixture of 1-(3-methylpyridin-2-yl)piperidin-4-amine (9.8 mg, 0.051 mmol) (Alfa Aesar, Cat. #H50779) and triethylamine (14 uL, 0.10 mmol) in acetonitrile (0.3 mL) was added to above mixture. The reaction mixture was stirred at r.t. for 30 min., and then purified by RP-LCMS (pH=10) to afford the desired product. Analytic LCMS (M+H)+: m/z=542.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481732B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-41751b943de4465ca607fa23c39fa331 |
| Source note | uspto-grants-2013_07 |