HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1,5-dimethyl-1H-pyrrol-2-yl)methanamine → 2-(4-(Benzyloxy)-2-oxopyridin-1(2H)-yl)-N-((1,5-dimethyl-1H-pyrrol-2-yl)methyl)-4-methylthiazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1,5-dimethyl-1H-pyrrol-2-yl)methanamine | HCID 737232 | — |
| Reactant | 2-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-methylthiazole-5-carboxylic acid | HCID 24985952 | — |
| Product | 2-(4-(Benzyloxy)-2-oxopyridin-1(2H)-yl)-N-((1,5-dimethyl-1H-pyrrol-2-yl)methyl)-4-methylthiazole-5-carboxamide | HCID 57744517 | 33% |
Reaction Steps
Following the procedure as described in Example 22, making variation only as required to use (1,5-dimethyl-1H-pyrrol-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 33% yield: 1H NMR (300 MHz, DMSO-d6) δ 8.60 (d, J=8.1 Hz, 1H), 8.53 (t, J=5.4 Hz, 1H), 7.44-7.33 (m, 5H), 6.37 (dd, J=8.1, 2.7 Hz, 1H), 6.21 (d, J=2.7 Hz, 1H), 5.91 (d, J=3.3 Hz, 1H), 5.64-5.63 (m, 1H), 5.15 (s, 2H), 4.32 (d, J=5.4 Hz, 2H), 3.39 (s, 3H), 2.51 (s, 3H), 2.10 (s, 3H); MS (ES+) m/z 449.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501746B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-e5e9fd3f80a14150b8fddd1e94ee31a6 |
| Source note | uspto-grants-2013_08 |