HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methyl-3-phenylpropan-1-amine → 4-Methyl-2-{6-[methyl-(3-phenyl-propyl)-amino]-pyrazin-2-yl}-thiazole-5-carboxylic acid 4-fluoro-benzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methyl-3-phenylpropan-1-amine | HCID 35417 | — |
| Reactant | 1-(4-fluorophenyl)-N-methylmethanamine | HCID 736860 | — |
| Reactant | 2-(6-Iodo-pyrazin-2-yl)-4-methyl-thiazole-5-carboxylic acid 4-fluoro benzylamide | HCID 86645558 | — |
| Product | 4-Methyl-2-{6-[methyl-(3-phenyl-propyl)-amino]-pyrazin-2-yl}-thiazole-5-carboxylic acid 4-fluoro-benzylamide | HCID 24954702 | 70% |
Reaction Steps
Following the procedure described in Example 14, making variations as required to replace 4-fluoro-N-methyl-benzylamine with methyl-(3-phenyl-propyl)-amine to react with 2-(6-iodo-pyrazin-2-yl)-4-methyl-thiazole-5-carboxylic acid 4-fluoro-benzylamide, the title compound was obtained in 70% yield. 1H NMR (400 MHz, CD2Cl2) δ 8.49 (s, 1H), 7.99 (s, 1H), 7.31-7.38 (m, 2H), 7.09-7.28 (m, 5H), 7.00-7.08 (m, 2H), 6.17 (bs, 1H), 4.56 (d, J=8.0 Hz, 2H), 3.57-3.64 (m, 2H), 3.10 (s, 3H), 2.69 (s, 3H), 2.64-2.71 (m, 2H), 1.91-2.01 (m, 2H); MS (ES+) m/z 476.2 (M+1), Rt=1.69 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314138B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-1907c3ca6797472d9b8f4483e7d54448 |
| Source note | uspto-grants-2012_11 |