HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(2-bromobenzyl)-N-(cyanomethyl)-4-methylpentanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | Aminoacetonitrile hydrochloride | HCID 11491918 | — |
| Reactant | 2-(2-Bromobenzyl)-4-methylpentanoic acid | HCID 22236218 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2-bromobenzyl)-N-(cyanomethyl)-4-methylpentanamide | HCID 22236189 | — |
Reaction Steps
To 2-(2-bromobenzyl)-4-methylpentanoic acid (1.248 g, 4.38 mmol), PyBOP (3.12 g, 6.0 mmol), aminoacetonitrile hydrochloride (1.11 g, 12.0 mmol) in dry DMF (30 mL) under dry nitrogen was added triethylamine (1.9 mL, 18.53 mmol) dropwise and the reaction was stirred for 2.5 hours. Aqueous Sat. NaHCO3 was added and the product, extracted with Et2O (2×), dried on Na2SO4, concentrated in vacuo, and purified by flash chromatography over silica gel (EtOAc/Hex, 3/7) to afford 2-(2-bromobenzyl)-N-(cyanomethyl)-4-methylpentanamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07012075B2 |
| Source dataset | uspto-grants-2006_03 |
| ORD ID | ord-5466c559452b4bc4b1ba43ce4fd0b1de |
| Source note | uspto-grants-2006_03 |