Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butylamine | HCID 8007 | — |
| Reactant | 3-Bromopropionic acid | HCID 11553 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 4141819 | HCID 4141819 | — |
| Reactant | HCID 19920951 | HCID 19920951 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19920948 | HCID 19920948 | — |
Reaction Steps
Dissolve N-butyl-3-(toluene-4-sulfonylamino)-propionamide (10 mmol) prepared in Scheme VI, step B in tetrahydrofuran (50 mL) and treat with sodium hydride (10 mmol). Stir the reaction for 30 minutes and add 3-bromo-N-butyl-propionamide (10 mmol) [prepared from amidation between Br(CH2)2CO2H and butyl amine under conditions well known in the art as previously described generally]. Heat the reaction to reflux for 5 hours. After cooling dilute the reaction with methylene chloride (150 mL), rinse with water (100 mL), brine (100 mL), dry over sodium sulfate, filter and concentrate under vacuum. Purify the residue by flash chromatography (silica gel, methanol/methylene chloride) to provide N-butyl-3-[(2-butylcarbamoyl-ethyl)-(toluene-4-sulfonyl)-amino]-propionamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05434145 |
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| Source dataset | uspto-grants-1995_07 |
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| ORD ID | ord-3bad4e11551c4a648278a41fe60bf939 |
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| Source note | uspto-grants-1995_07 |
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