HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → Ethyl 1,3-dimethyl-4-methylamino-1H-pyrazolo[3,4-b]pyridine-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | ethyl 4-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate | HCID 2736380 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 1,3-dimethyl-4-methylamino-1H-pyrazolo[3,4-b]pyridine-5-carboxylate | HCID 22322154 | 57.6% |
Reaction Steps
A mixture of 1.268 g (5 mmol) of ethyl 4-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate and 7.5 ml (15 mmol) of methylamine in tetrahydrofuran (2.0 molar solution) was stirred at room temperature overnight and refluxed for 2 hours. The solvent was removed to give a white solid. The solid was dissolved in ethyl acetate and the solution washed with H2O, 1M NaHCO3, brine and dried (Na2SO4). The solvent was removed to give a white solid. Crystallization from ethyl acetate gave 0.715 g of white solid; Mass spectrum (ES) 249.2 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06946473B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-60dccb4e528f4eb9b5ed92a96baf4a23 |
| Source note | uspto-grants-2005_09 |