HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Amino-4-((3-phenylpropyl)amino)nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Azido-4-((3-phenylpropyl)amino)nicotinonitrile | HCID 86696507 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Trimethylphosphine | HCID 68983 | — |
| Product | 2-Amino-4-((3-phenylpropyl)amino)nicotinonitrile | HCID 86696508 | 34.6% |
Reaction Steps
Prepared according to the methods above using 2-azido-4-((3-phenylpropyl)amino)nicotinonitrile (35 mg, 0.126 mmol) in tetrahydrofuran (1.5 mL), trimethylphosphine 1.0 M in tetrahydrofuran (0.629 mL, 0.629 mmol) and water (0.011 mL, 0.629 mmol) at rt for 3.5 hours to give the desired product as an off-white solid (11 mg). LC/MS (253, [M+H]); 1H NMR (400 MHz, CHLOROFORM-d) δ 7.85-7.78 (m, 1H), 7.37-7.29 (m, 2H), 7.26-7.23 (m, 1H), 7.22-7.16 (m, 2H), 5.92 (d, J=6.0 Hz, 1H), 5.17 (br. s., 2H), 4.94 (br. s., 1H), 3.30-3.20 (m, 2H), 2.74 (t, J=7.5 Hz, 2H), 2.00 (quin, J=7.3 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765767B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-52f7b902dbe34918a00beef34e198fd3 |
| Source note | uspto-grants-2014_07 |