HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Trifluoroacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 2-Pyridinecarboxaldehyde | HCID 14273 | — |
| Reactant | 1H-imidazole-2-carbaldehyde | HCID 24955 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Tetramethylammonium Triacetoxyborohydride (>90%) | HCID 13696215 | — |
| Reactant | HCID 135466501 | HCID 135466501 | — |
| Reactant | HCID 178419906 | HCID 178419906 | — |
| Product | Trifluoroacetic acid | HCID 6422 | — |
| Product | 3-[10-(1-Pyridin-2-ylmethyl-piperidin-4-yl)-10h-phenoxazin-3-yl]-4h-[1,2,4]oxadiazol-5-one | HCID 135427999 | — |
Reaction Steps
Using an adaptation of the method described in Procedure 7, substituting the TFA salt of 3-(10-piperidin-4-yl-10H-phenoxazin-3-yl)-4H-[1,2,4]oxadiazol-5-one, 2b for the TFA salt of 10-piperidin-4-yl-3-(1H-tetrazol-5-yl)-10H-phenoxazine, 6a, 2-pyridylcarboxaldehyde for 1H-imidazole-2-carboxaldehyde and sodium triacetoxyborohydride for tetramethylammonium triacetoxyborohydride, the title compound 3-[10-(1-pyridin-2-ylmethyl-piperidin-4-yl)-10H-phenoxazin-3-yl]-4H-[1,2,4]oxadiazol-5-one, 6b was obtained as a TFA salt after purification via reverse phase HPLC (eluent: CH3CN in H2O containing 0.1% TFA). MS m/z (MH+) 441.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432257B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-87fc064b363a44659f8303ba772fad18 |
| Source note | uspto-grants-2008_10 |