HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (S)-2-Amino-4-((4-phenylbutan-2-yl)amino)nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | (S)-2-Azido-4-((4-phenylbutan-2-yl)amino)nicotinonitrile | HCID 86696510 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Trimethylphosphine | HCID 68983 | — |
| Product | (S)-2-Amino-4-((4-phenylbutan-2-yl)amino)nicotinonitrile | HCID 86696511 | 68.4% |
Reaction Steps
Prepared according to the methods above using (S)-2-azido-4-((4-phenylbutan-2-yl)amino)nicotinonitrile (59.1 mg, 0.192 mmol) in THF (2.0 mL), trimethylphosphine 1.0 M in tetrahydrofuran (0.960 mL, 0.960 mmol) and water (0.017 mL, 0.960 mmol) at rt for 3.5 hours to give the desired product as a white solid (35 mg). LC/MS (267, [M+H]+); 1H NMR (400 MHz, CHLOROFORM-d) δ 7.78 (d, J=6.3 Hz, 1H), 7.35-7.26 (m, 2H), 7.26-7.19 (m, 1H), 7.19-7.11 (m, 2H), 5.83 (d, J=6.3 Hz, 1H), 5.13 (br. s., 2H), 4.70 (d, J=8.0 Hz, 1H), 3.65-3.51 (m, 1H), 2.71 (t, J=7.7 Hz, 2H), 1.98-1.80 (m, 2H), 1.32-1.23 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765767B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-8fc6250b84944dc9abe20029328480cd |
| Source note | uspto-grants-2014_07 |