HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(3-Fluorophenyl)ethanamine → 2-Fluoro-4-[2-(4-{3-[(piperidin-4-yl-propyl-amino)-methyl]-phenyl}-pyrimidin-2-ylamino)-ethyl]-phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(3-Fluorophenyl)ethanamine | HCID 533928 | — |
| Reactant | 2-(3-Fluoro-phenyl)-ethyl-(4-{3-[(piperidin-4-yl-propyl-amino)-methyl]-phenyl}-pyrimidin-2-yl)-amine | HCID 58603461 | — |
| Reactant | 4-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-propyl-amino}-piperidine-1-carboxylic acid tert-butyl ester | HCID 86603295 | — |
| Product | 2-Fluoro-4-[2-(4-{3-[(piperidin-4-yl-propyl-amino)-methyl]-phenyl}-pyrimidin-2-ylamino)-ethyl]-phenol | HCID 58603646 | — |
Reaction Steps
[2-(3-Fluoro-phenyl)-ethyl-(4-{3-[(piperidin-4-yl-propyl-amino)-methyl]-phenyl}-pyrimidin-2-yl)-amine: Intermediate 93 was coupled with 3-fluorophenethylamine following procedure F. The resulting product was deprotected following procedure G. The product was purified by HPLC. LC-MS showed the product had the expected M+H+ of 448. 1H NMR (Varian 300 MHz, DMSO, shifts relative to the solvent peak at 2.50 ppm) δ 8.3 (d, 1H), 8.0 (s, 1H), 7.9 (d, 1H), 7.4 (m, 2H), 7.3 (m, 2H), 7.1 (d, 2H), 7.0 (d, 1H), 3.6 (s, 2H), 3.5 (d, 2H), 3.2 (d, 2H), 2.9 (m, 4H), 2.8 (m, 1H), 2.5 (d, 2H), 1.8 (m, 4H), 1.3 (m, 2H), 0.96 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268822B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-1915fea993754eebbdf172330a667faa |
| Source note | uspto-grants-2012_09 |