HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanecarboxylic acid → HCID 44251162, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropanecarboxylic acid | HCID 15655 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| 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 | 7-Morpholinopyrazolo[1,5-a]pyrimidin-5-amine | HCID 58207334 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 44251162 | HCID 44251162 | — |
Reaction Steps
7-Morpholinopyrazolo[1,5-a]pyrimidin-5-amine (9A, 0.10 mmol) in pyridine (0.4 ml), cyclopropanecarboxylic acid (0.15 mmol) in pyridine (0.4 ml), HATU (0.17 mmol) in pyridine (0.4 ml) and DIEA (0.34 mmol) are mixed together before microwave irradiation at 150° C. for 6 minutes. The crude product was then purified by preparatory HPLC to give the titled compound. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.00-1.09 (m, 2 H) 1.09-1.16 (m, 2 H) 1.99-2.09 (m, 1 H) 3.91-3.98 (m, 4 H) 4.12-4.21 (m, 4 H) 6.47 (d, J=2.26 Hz, 1 H) 7.27 (s, 1 H) 7.51 (s, 1 H) 7.98 (d, J=2.07 Hz, 1 H) 13.03 (br. s., 1 H); ESI-MS: m/z 288 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461163B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-f6e7e7062b8d462d880801d5478f0a0e |
| Source note | uspto-grants-2013_06 |