HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2053524Generated: October 26, 2026
3,4,5-Trifluorobenzylamine → tert-butyl (4S,5R)-4,5-diphenyl-2-[(3,4,5-trifluorophenyl)methylamino]-4,5-dihydroimidazole-1-carboxylate
https://huagongshe.com/reaction/2053524
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3,4,5-Trifluorobenzylamine | HCID 2777048 | — |
| Reactant | cis-4,5-Diphenyl-2-methylthio-4,5-dihydro-imidazole-1-carboxylic Acid, Tert-Butyl Ester | HCID 86596320 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-butyl (4S,5R)-4,5-diphenyl-2-[(3,4,5-trifluorophenyl)methylamino]-4,5-dihydroimidazole-1-carboxylate | HCID 68568708 | 67.2% |
Reaction Steps
A mixture of intermediate 59 (0.5 g, 1.36 mmol), 3,4,5-trifluorobenzylamine (0.66 g, 4.0 mmol) and MeOH (0.2 mL) is heated at 100° C. for 2 days. The reaction mixture is cooled to RT, and the mixture is purified by chromatography on silica gel; gradient elution with heptane: EtOAc (70:30-50:50) gives 0.44 g of the product 83. 1H NMR (CDCl3) δ 7.59 (s, 1H), 7.20-7.05 (m, 2H), 7.05-6.90 (m, 8H), 6.80-6.70 (m, 2H), 5.45-5.30 (m, 2H), 4.70-4.50 (m, 2H), 1.16 (s, 9H); MS: m/z 482 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07326792B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-6813bb8138114ec384c23d7352087269 |
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| Source note | uspto-grants-2008_02 |
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