HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 60151084, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 4-Amino-1-methylpiperidine | HCID 2737531 | — |
| Reactant | HCID 60150944 | HCID 60150944 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 60151084 | HCID 60151084 | 73.4% |
Reaction Steps
A solution of 4-({3-[(2,6-diethylphenyl)carbamoyl]-1-methyl-1,4,5,6-tetrahydropyrazolo[4′,3′:6,7]cyclohepta[1,2-d]pyrimidin-9-yl}amino)-3-methoxybenzoic acid (50 mg, 0.092 mmol) in anhydrous DMF (0.5 mL) was treated with DIPEA (0.150 mL) and TBTU (50 mg, 0.150 mmol). The mixture was then treated with 1-methylpiperidin-4-amine (18 mg, 1.38 mmol) and was stirred at room temperature for 2 hours. The reaction was diluted with water and extracted twice with DCM. The organic layer was dried over Na2SO4 and the solvent was evaporated to dryness. The crude solid was purified by flash chromatography on silica gel (DCM/MeOH) to afford 43 mg (72% yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916577B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-7145aee6a5e940e58965094bec422615 |
| Source note | uspto-grants-2014_12 |