HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 1-[(2-Amino-5-bromo-pyridin-3-ylmethyl)amino]cyclopentanecarboxylic acid methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Methyl 1-amino-1-cyclopentanecarboxylate (H-Ac5c-OMe) | HCID 231225 | — |
| Edukt | 5-Bromo-3-(bromomethyl)pyridin-2-amine hydrobromide | HCID 53420052 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 1-[(2-Amino-5-bromo-pyridin-3-ylmethyl)amino]cyclopentanecarboxylic acid methyl ester | HCID 59277572 | 43,4% |
Reaktionsschritte
To an ice-cold suspension of 5-bromo-3-bromomethyl-pyridin-2-ylamine hydrobromide (8.64 g, 24.9 mmol) and 1-amino-cyclopentanecarboxylic acid methyl ester (3.56 g, 24.9 mmol) in DMF (100 mL) was added Et3N (5.30 mL, 37.4 mmol) slowly. The mixture was stirred for 2 h and then diluted with H2O. The solid was collected by filtration to give the title compound (3.55 g, 43%) as a yellow solid: 1H NMR (300 MHz, CDCl3) δ 8.02 (d, J=2.3 Hz, 1H), 7.37 (d, J=2.3 Hz, 1H), 5.49 (s, 2H), 3.76 (s, 3H), 3.52 (s, 2H), 2.12-2.05 (m, 2H), 1.79 (br s, 7H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07879872B2 |
| Quelldatensatz | uspto-grants-2011_02 |
| ORD ID | ord-cc4661935be14df59c478d9b6e8016dd |
| Quellennotiz | uspto-grants-2011_02 |