HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl cyanoacetate → HCID 69813505, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl cyanoacetate | HCID 7764 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Diazabicycloundecane | HCID 57346892 | — |
| Reactant | (5-bromo-2-methylsulfanyl-pyrimidin-4-yl)-(S)-piperidin-3-yl-amine | HCID 58177241 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 69813505 | HCID 69813505 | — |
Reaction Steps
A tetrahydrofuran solution (6 ml) of (5-bromo-2-methylsulfanyl-pyrimidin-4-yl)-(S)-piperidin-3-yl-amine (from Example 76, step 1 above) (300 mg, 0.99 mmol), diazabicycloundecane (530 mg, 3.5 mmol) and ethyl 2-cyanoacetate was stirred at room temperature for 20 hours. The reaction was diluted with water and extracted with ethyl acetate (2×). The organics were dried and evaporated to give 3-[(S)-3-(5-bromo-2-methylsulfanyl-pyrimidin-4-ylamino)-piperidin-1-yl]-3-oxo-propionitrile as an oil. MS (ES+): 371.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618103B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-da2b21f58e8f4a99bdd67587750059cc |
| Source note | uspto-grants-2013_12 |