HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Methyl-2-furylmethylamine → 2-(4-(Benzyloxy)-2-oxopyridin-1(2H)-yl)-4-methyl-N-((5-methylfuran-2-yl)methyl)thiazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Methyl-2-furylmethylamine | HCID 2724683 | — |
| Reactant | 2-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-methylthiazole-5-carboxylic acid | HCID 24985952 | — |
| Product | 2-(4-(Benzyloxy)-2-oxopyridin-1(2H)-yl)-4-methyl-N-((5-methylfuran-2-yl)methyl)thiazole-5-carboxamide | HCID 57744515 | 48% |
Reaction Steps
Following the procedure as described in Example 22, making variation only as required to use (5-methylfuran-2-yl)methanamine in place of benzo[b]thiophen-2-ylmethanamine to react with 2-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxylic acid, the title compound was obtained as a colorless solid in 48% yield: 1H NMR (300 MHz, DMSO-d6) δ 8.68 (t, J=5.6 Hz, 1H), 8.60 (d, J=8.1 Hz, 1H), 7.45-7.31 (m, 5H), 6.38 (dd, J=8.1, 2.7 Hz, 1H), 6.22 (d, J=2.7 Hz, 1H), 6.09 (d, J=3.0 Hz, 1H), 5.95 (d, J=3.0 Hz, 1H), 5.16 (s, 2H), 4.30 (d, J=5.6 Hz, 2H), 2.52 (s, 3H), 2.19 (s, 3H); MS (ES+) m/z 436.5 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501746B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-7b375c6208da490cb11f420fe9d28aae |
| Source note | uspto-grants-2013_08 |