HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Aminomethyl)-5-methylpyrazine → 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-N-((5-methylpyrazin-2-yl)methyl)isonicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Aminomethyl)-5-methylpyrazine | HCID 2756496 | — |
| 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-((5-methylpyrazin-2-yl)methyl)isonicotinamide | HCID 44555304 | 39% |
Reaction Steps
Following the procedure as described in Example 14, making variations as required to replace oxazol-4-ylmethanamine with (5-methylpyrazin-2-yl)methanamine to react with 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinic acid, 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-N-((5-methylpyrazin-2-yl)methyl)isonicotinamide was obtained as a colorless solid in 39% yield: mp 169-171° C.; 1H NMR (300 MHz, CDCl3) δ 8.65 (s, 1H), 8.52 (d, J=0.9 Hz, 1H), 8.39-8.35 (m, 2H), 7.46 (br s, 1H), 7.39-7.37 (m, 1H), 7.29-7.24 (m, 2H), 7.05-6.99 (m, 2H), 4.74 (d, J=5.1 Hz, 2H), 4.44 (s, 2H), 4.04 (t, J=8.1 Hz, 2H), 3.37 (t, J=8.1 Hz, 2H), 2.54 (s, 3H); MS (ES+) m/z 421.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187426B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-cc3e93d1295a482aae82cbc19fabd3f3 |
| Source note | uspto-grants-2015_11 |