Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | HCID 69317052 | HCID 69317052 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86612119 | HCID 86612119 | — |
Reaction Steps
To a solution of tert-butyl 1-{[(2,4-dimethoxybenzyl)amino]methyl}cyclopentyl-carbamate (3.20 g, 8.78 mmol) in anhydrous THF (25 mL) was added Et3N (1.35 mL, 9.65 mmol). The solution was cooled to 0° C., treated with bromoacetyl bromide (0.84 mL, 9.65 mmol), and stirred for 3 h. The reaction was poured into ice water and extracted three times into Et2O. The combined organics were dried over Na2SO4, filtered, and concentrated in vacuo. The resulting crude material was subjected to column chromatography eluting with a gradient of 0-100% EtOAc/hexanes. Collection and concentration of the appropriate fractions afforded the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07435735B2 |
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| Source dataset | uspto-grants-2008_10 |
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| ORD ID | ord-27923f49efd54f78a537f04a4fd1d1a2 |
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| Source note | uspto-grants-2008_10 |
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