Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 75985010 | HCID 75985010 | — |
| Product | HCID 76759376 | HCID 76759376 | 22% |
Reaction Steps
To a suspension of N′-{5-fluoro-2-[1-phenylmethylideneaminooxy]pyrimidin-4-yl}-N,N-dimethylformamidine (0.035 g, 0.12 mmol) in dioxane (1.2 mL) was added dilute hydrochloric acid (HCl, 1 N, 0.006 g, 0.16 mmol) and the mixture was stirred at 23° C. for 16 h. The reaction mixture was purified by flash chromatography (4 g SiO2; 0→60% EtOAc/hexanes) to give N-{5-fluoro-2-[1-phenylmethylideneaminooxy]pyrimidin-4-yl}formamide (0.007 g, 22%) as a white solid: mp 210-232° C. dec; 1H NMR (400 MHz, DMSO-d6) δ 11.43 (s, 1H), 9.36 (s, 1H), 8.79 (s, 1H), 8.57 (d, J=2.4 Hz, 1H), 7.80 (dd, J=7.7, 1.6 Hz, 2H), 7.52 (m, 3H); ESIMS m/z 261 ([M+H]+), 259 ([M−H]−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08912207B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
|---|
| ORD ID | ord-361e4b0c901f47be8ab6a5c72bf84d9b |
|---|
| Source note | uspto-grants-2014_12 |
|---|