Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | HCID 57561041 | HCID 57561041 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178494543 | HCID 178494543 | — |
Reaction Steps
6-Methoxymethyl-3-(3-trifluoromethyl-pyridin-2-yl)-pyrido-[2,3-b]pyrazin-8-ylamine (252 mg, 0.751 mmol) is dissolved in a solution of acetic acid (2 mL) and water (5 mL). The mixture is heated to 50° C. and sodium nitrite (362 mg, 5.26 mmol) is added in portions over 1 hour. The solution is warmed to 70° C. and stirred overnight. Water (20 mL) is added and the aqueous mixture is extracted with EtOAc (4×50 mL). The combined organic extracts are washed with brine and dried over Na2SO4. The solvent is removed under reduced pressure. The crude product is chromatographed on silica gel eluting with hexanes/acetone (1:1) to afford the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07488740B2 |
|---|
| Source dataset | uspto-grants-2009_02 |
|---|
| ORD ID | ord-434ab8575dc646fbbcbd1e6d41d4423c |
|---|
| Source note | uspto-grants-2009_02 |
|---|