HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(Ethanesulfonyl)piperazine → 3-amino-6-(4-(ethylsulfonyl)piperazin-1-yl)-N-phenylpyrazine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(Ethanesulfonyl)piperazine | HCID 415294 | — |
| Reactant | 3-amino-6-bromo-N-phenylpyrazine-2-carboxamide | HCID 52937148 | — |
| Product | 3-amino-6-(4-(ethylsulfonyl)piperazin-1-yl)-N-phenylpyrazine-2-carboxamide | HCID 46199247 | 58% |
Reaction Steps
3-amino-6-bromo-N-phenyl-pyrazine-2-carboxamide (50 mg, 0.1706 mmol) was heated in neat 1-ethylsulfonylpiperazine (excess) at 190° C. for 115 mins in the microwave. The mixture was partitioned between water and EtOAc and the aqueous layer separated. The organic phase was dried (MgSO4) and concentrated in vacuo. The resultant residue was purified by reverse phase preparative HPLC [Waters Sunfire C18, 10 uM, 100A column, gradient 10%-95% B (solvent A: 0.05% TFA in water, solvent B: CH3CN) over 16 minutes at 25 mL/min]. The fractions were collected and freeze-dried to give the title compound (41.2 mg, 58% Yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410112B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-4d8a717c6e9248db841714a94601c4e1 |
| Source note | uspto-grants-2013_04 |