HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzylamine → N-(cyclopropylmethyl)-2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Cyclopropanemethanamine | HCID 75646 | — |
| Reactant | Methyl 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinate | HCID 58247772 | — |
| Product | N-(cyclopropylmethyl)-2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinamide | HCID 44553109 | 54% |
Reaction Steps
Following the procedure as described in Example 15, making variations as required to replace benzylamine with cyclopropylmethanamine to react with methyl 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinate, N-(cyclopropylmethyl)-2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinamide was obtained as a colorless solid in 54% yield: mp 135-137° C.; 1H NMR (300 MHz, CDCl3) δ 8.57 (s, 1H), 8.35 (d, J=5.1 Hz, 1H), 7.38 (d, J=5.1 Hz, 1H), 7.29-7.24 (m, 2H), 7.05-6.99 (m, 2H), 6.50 (br s, 1H), 4.45 (s, 2H), 4.07-4.02 (m, 2H), 3.46-3.26 (m, 4H), 1.08-0.97 (m, 1H), 0.56-0.50 (m, 2H), 0.28-0.23 (m, 2H); MS (ES+) m/z 369.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187426B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-ba7145ec3e0043fea610137c0fd4a87b |
| Source note | uspto-grants-2015_11 |