HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-(4-Methylbenzyl)-4-(2-(3,4,5-trimethoxyphenylamino)pyrimidin-4-YL)piperazine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 67479074 | HCID 67479074 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(4-Methylbenzyl)-4-(2-(3,4,5-trimethoxyphenylamino)pyrimidin-4-YL)piperazine-2-carboxamide | HCID 67479129 | 89% |
Reaction Steps
To a solution of 2.4 (43 mg, 0.073 mmol) in DCM was added TFA (10.8 μL, 0.145 mmol). The resulting solution was stirred at room temperature. After 18 hours, additional TFA (0.145 mmol) was introduced. After 30 hours, the reaction was concentrated. The material was brought up in MeOH (2 mL) and filtered through a Si-carbonate cartridge to give 2 in 89% yield. 1H NMR (300 MHz, CDCl3) δ ppm 1.86 (br. s., 1H) 2.31 (s, 3H) 2.79-3.07 (m, 2H) 3.25-3.37 (m, 1H) 3.40-3.54 (m, 2H) 3.75-3.97 (m, 10H) 4.09-4.22 (m, 1H) 4.39 (d, J=5.41 Hz, 2H) 6.10 (d, J=6.14 Hz, 1H) 6.87 (s, 2H) 7.11 (s, 4H) 7.26-7.34 (m, 1H) 8.00 (d, J=5.99 Hz, 1H); M+H 493.25580.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716281B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-83c1fef5122c4356aa3e92418c67dd04 |
| Source note | uspto-grants-2014_05 |