HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 3-Amino-6-(4-(3-hydroxypropyl)phenyl)-N-(pyridin-3-yl)pyrazine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-Amino-6-(4-(3-(tert-butyldimethylsilyloxy)propyl)phenyl)-N-(pyridin-3-yl)-pyrazine-2-carboxamide | HCID 66678650 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-Amino-6-(4-(3-hydroxypropyl)phenyl)-N-(pyridin-3-yl)pyrazine-2-carboxamide | HCID 66679068 | 91.4% |
Reaction Steps
The product of step (vi) (14.5 g, 31.3 mmol) was added to a plastic vessel and THF (150 mL) added. HF (30 mL) was added carefully to the solution and the solution stirred at room temperature for 3 hours. The mixture was poured to 600 mL of water and 5 N—NaOH added to basify the solution to pH=10-11. The solution was extracted with EtOAc and washed with water (×3). The combined EtOAc extract was dried over MgSO4, filtered and concentrated in vacuo, which afforded the subtitle compound (vii) as a yellow solid (10 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08198285B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-dd204ced8ede470395b3fd2221d7c9c6 |
| Source note | uspto-grants-2012_06 |