HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 178518589, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(2-Pyrimidinyl)piperazine | HCID 88747 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 178518591 | HCID 178518591 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178518589 | HCID 178518589 | 39% |
Reaction Steps
To a solution of trans-4-(2,4-Dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl)-cyclohexanecarboxylic acid (100 mg, 0.33 mmol) in DMF(2 mL), diisopropylethylamine (58 μL, 0.33 mmol) and HATU (126 mg, 0.33 mmol) were added. The mixture was left 6 hours stirring at room temperature and then 1-(2-pyrimidyl)piperazine was added. After 16 hours at room temperature the solvent was removed under reduced pressure; the residue was dissolved in 2 mL of DCM and washed with 2 mL of 0.4N Na2CO3 solution. The organic layer was separated, dried over Na2SO4 and the solvent removed under reduced pressure. The titled compound (58 mg, yield 39%) was purified by precipitation from methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865704B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-f5f84d8f61b64e5abd3360479b2afb81 |
| Source note | uspto-grants-2014_10 |