HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzylamine → N-(2-cyclopropylethyl)-2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Cyclopropaneethanamine | HCID 10240761 | — |
| Reactant | Methyl 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinate | HCID 58247772 | — |
| Product | N-(2-cyclopropylethyl)-2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinamide | HCID 44553280 | 70% |
Reaction Steps
Following the procedure as described in Example 15, making variations as required to replace benzylamine with 2-cyclopropylethanamine to react with methyl 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinate, N-(2-cyclopropylethyl)-2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinamide was obtained as a colorless solid in 70% yield: mp 123-125° C.; 1H NMR (300 MHz, CDCl3) δ 8.56 (s, 1H), 8.35 (d, J=5.1 Hz, 1H), 7.38 (dd, J=5.1, 1.2 Hz, 1H), 7.29-7.24 (m, 2H), 7.05-7.00 (m, 2H), 6.52 (br s, 1H), 4.44 (s, 2H), 4.05 (t, J=8.1 Hz, 2H), 3.55-3.49 (m, 2H), 3.37 (t, J=8.1 Hz, 2H), 1.54-1.47 (m, 2H), 0.77-0.64 (m, 1H), 0.53-0.45 (m, 2H), 0.11-0.02 (m, 2H); MS (ES+) m/z 383.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187426B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-c35cb7584e8a48a4a9f1488fe9d6d06c |
| Source note | uspto-grants-2015_11 |