HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 58169499, compound → HCID 50943143, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 58169499 | HCID 58169499 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 50943143 | HCID 50943143 | 48% |
Reaction Steps
To the solution of crude N-(5-cyclopropyl-1H-pyrazol-3-yl)-2-phenyl-5-((trimethylsilyl)ethynyl) pyrimidin-4-amine in MeOH (3 mL), 20% NaOH was added until the pH was adjusted to 12. After stirring at rt for 15 min, the reaction mixture was evaporated to dryness and purified by silica gel chromatography (hexane/EtOAc=3:1-1:1 as eluent) to afford N-(5-cyclopropyl-1H-pyrazol-3-yl)-5-ethynyl-2-phenylpyrimidin-4-amine (Compound 14) (71 mg, 48%). LC-MS (m/z): 302.1 [M+H]+. 1H NMR (300 MHz, DMSO-d6): δ 0.71-0.76 (m, 2H), 0.94-1.01 (m, 2H), 1.90-1.99 (m, 1H), 6.18-6.28 (bs, 1H), 7.06-7.10 (bs, 1H), 7.51-7.53 (m, 3H), 8.34-8.39 (m, 3H), 9.86 (s, 1H), 12.10 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422271B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-5537dce049aa448a9fe10a3a0bfc1f66 |
| Source note | uspto-grants-2016_08 |