Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | HCID 86644741 | HCID 86644741 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68486827 | HCID 68486827 | — |
Reaction Steps
Intermediate 1-[3-(3-chloro-phenylamino)-5-(2-chloro-pyridin-4-yl)-[1,2,4]triazol-1-yl]-butan-2-ol (prepared according to description 4) (1.15 g; 3.04 mmol) was dissolved in CH3OH (20 ml) and then ethylamine (3 g) was added. The reaction mixture was stirred for 16 hours at 160° C. under pressure (until the reaction had proceeded to completion). The solvent was then evaporated in vacuo. The residue was purified by reversed-phase high-performance liquid chromatography (Shandon Hyperprep® C18 BDS (Base Deactivated Silica) 8 μm, 250 g, I.D. 5 cm). A gradient with 2 mobile phases was applied (phase A: a 0.25% NH4HCO3 solution in water; phase B: CH3CN). The desired fractions were collected, worked-up and finally the residue was crystallized from diisopropyl ether. Yield: 0.1595 g of compound E2 (S-enantiomer).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08440701B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-370d3d382f8c4a8fa8035ecb6fa0f8d7 |
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| Source note | uspto-grants-2013_05 |
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