HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzylamine → N-benzyl-2-(2-oxo-3-(pyridin-4-ylmethyl)imidazolidin-1-yl)isonicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Methyl 2-(2-oxo-3-(pyridin-4-ylmethyl)imidazolidin-1-yl)isonicotinate | HCID 58247761 | — |
| Reactant | Methyl 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinate | HCID 58247772 | — |
| Product | N-benzyl-2-(2-oxo-3-(pyridin-4-ylmethyl)imidazolidin-1-yl)isonicotinamide | HCID 44553453 | 37% |
Reaction Steps
Following the procedure as described in Example 15, making variations as required to replace methyl 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinate with methyl 2-(2-oxo-3-(pyridin-4-ylmethyl)imidazolidin-1-yl)isonicotinate to react with benzylamine, N-benzyl-2-(2-oxo-3-(pyridin-4-ylmethyl)imidazolidin-1-yl)isonicotinamide was obtained as a colorless solid in 37% yield: mp 154-156° C.; 1H NMR (300 MHz, DMSO-d6) δ 9.25 (t, J=5.9 Hz, 1H), 8.60 (s, 1H), 8.52-8.50 (m, 2H), 8.38 (d, J=5.4 Hz, 1H), 7.37-7.18 (m, 8H), 4.45-4.43 (m, 4H), 3.99 (t, J=7.9 Hz, 2H), 3.42 (t, J=7.9 Hz, 2H); MS (ES+) m/z 387.8 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187426B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-55f7261f7354492e931687984e6c52d8 |
| Source note | uspto-grants-2015_11 |