HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1-methyl-1H-imidazol-4-yl)methanamine → 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-N-((1-methyl-1H-imidazol-4-yl)methyl)isonicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1-methyl-1H-imidazol-4-yl)methanamine | HCID 2795114 | — |
| Reactant | 1,3-Oxazol-4-ylmethanamine | HCID 23055690 | — |
| Reactant | 2-(3-(4-Fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinic acid | HCID 58247791 | — |
| Product | 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-N-((1-methyl-1H-imidazol-4-yl)methyl)isonicotinamide | HCID 44555307 | 52% |
Reaction Steps
Following the procedure as described in Example 14, making variations as required to replace oxazol-4-ylmethanamine with (1-methyl-1H-imidazol-4-yl)methanamine to react with 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinic acid, 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-N-((1-methyl-1H-imidazol-4-yl)methyl)isonicotinamide was obtained as a colorless solid in 52% yield: mp 174-176° C.; 1H NMR (300 MHz, DMSO-d6) δ 9.01 (t, J=5.6 Hz, 1H), 8.57 (s, 1H), 8.34 (d, J=5.1 Hz, 1H), 7.45 (s, 1H), 7.35-7.31 (m, 3H), 7.19-7.12 (m, 2H), 6.93 (s, 1H), 4.38 (s, 2H), 4.28 (d, J=5.7 Hz, 2H), 3.93 (t, J=8.1 Hz, 2H), 3.56 (s, 3H), 3.34 (t, J=8.1 Hz, 2H); MS (ES+) m/z 409.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187426B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-4f33ccc8ab384d9c917d0c8c8af085b0 |
| Source note | uspto-grants-2015_11 |