Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | Methyl 4-bromo-2-(bromomethyl)benzoate | HCID 22031079 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 864866-56-8 | HCID 23158197 | 94.4% |
Reaction Steps
A mixture of methyl 4-bromo-2-(bromomethyl)benzoate (0.13 g, 0.42 mmol), cyclopropylamine (0.034 mL, 0.49 mmol) and potassium carbonate (0.090 g, 0.65 mmol) in ethanol (0.9 mL) was stirred at 40° C. for 3 h. The reaction mixture was quenched with saturated sodium bicarbonate and extracted with EtOAc (3×20 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated. The residue was purified by chromatography on silica gel with 30% EtOAc in hexanes to afford the desired product (0.10 g, 94%). LCMS (M+H)+: m/z=252.0/254.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08436008B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-349d5cfef64245b7866eb679a0ae5787 |
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| Source note | uspto-grants-2013_05 |
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