HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → [4-(3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-3'-yl)-phenyl]-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 1,1-Dimethylethyl 4-[3-[4-(hydroxymethyl)phenyl]-2-pyrazinyl]-1-piperazinecarboxylate | HCID 68594684 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [4-(3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-3'-yl)-phenyl]-methanol | HCID 68594908 | 83.3% |
Reaction Steps
Dissolve 3′-(4-hydroxymethyl-phenyl)-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid tert-butyl ester (0.560 g, 1.51 mmol) in DCM (10 mL) and add trifluoroacetic acid (2 mL) and allow the mixture to stir at room temperature for six hr. Evaporate the solution then dilute with DCM and wash with saturated sodium bicarbonate. Dry the organics over sodium sulfate then filter and evaporate. Chromatograph the residue over silica gel (eluting with 8:92 methanol (with 2 M ammonia):DCM), to give [4-(3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-3′-yl)-phenyl]-methanol as a yellow solid (340 mg, 83%). MS (ES): m/z=271 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202873B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-40e5109b63ef423b9db8aa9405e0c479 |
| Source note | uspto-grants-2012_06 |