HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(1H-Indol-5-yl)ethan-1-amine → (4-{3-[(Ethyl-piperidin-4-yl-amino)-methyl]-phenyl}-pyrimidin-2-yl)-[2-(1H-indol-5-yl)-ethyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(1H-Indol-5-yl)ethan-1-amine | HCID 17221102 | — |
| Reactant | 4-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-ethyl-amino}-piperidine-1-carboxylic acid tert-butyl ester | HCID 86603290 | — |
| Product | (4-{3-[(Ethyl-piperidin-4-yl-amino)-methyl]-phenyl}-pyrimidin-2-yl)-[2-(1H-indol-5-yl)-ethyl]-amine | HCID 58603633 | — |
Reaction Steps
4-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-ethyl-amino}-piperidine-1-carboxylic acid tert-butyl ester (intermediate 84) was coupled with 2-(1H-indol-5-yl)-ethylamine (intermediate 124) following procedure F then deprotected following procedure G. LC-MS showed the product had the expected M+H+ of 455. 1H NMR (Varian 300 MHz, CD3OD, shifts relative to the solvent peak at 3.31 ppm) δ 8.7 (m, 1H) 8.4 (m, 3H) 7.9 (m, 1H) 7.6 (m, 4H) 7.4 (m, 1H) 7.2 (m, 1H) 4.4 (m, 1H) 3.9 (m, 2H) 3.7 (m, 7H) 3.2 (m, 3H) 2.5 (m, 2H) 2.3 (m, 2H) 1.3 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07732444B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-ebd2f1321062494ea9637761faec1d38 |
| Source note | uspto-grants-2010_06 |