HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (2s)-2-[(4-Bromophenyl)(4-fluorophenyl)methoxy]-n-(cyanomethyl)-4-methylpentanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | Aminoacetonitrile hydrochloride | HCID 11491918 | — |
| Reactant | (2S)-2-[(4-Bromophenyl)(4-fluorophenyl)methoxy]-4-methylpentanoic acid | HCID 69470167 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (2s)-2-[(4-Bromophenyl)(4-fluorophenyl)methoxy]-n-(cyanomethyl)-4-methylpentanamide | HCID 10252278 | — |
Reaction Steps
To a solution of (2S)-2-[(4-bromophenyl)(4-fluorophenyl)methoxy]-4-methylpentanoic acid of step 4 (0.35 mmol, 151 mg) in DMF (3 mL) was added aminoacetonitrile hydrochloride (0.38 mmol) and HATU (0.38 mmol, 145 mg). Diisopropylethylamine (0.96 mmol, 123 mg) was added last, the mixture was stirred at r.t. for 3 days. Ether was added, followed by 1 N HCl. The mixture was separated after agitation. The organic extract was washed with 0.1 N HCl, water and brine and dried over anhyd. MgSO4. Concentration of the organic extracts followed by chromatography gave the title amide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279478B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-af7dc86045854a029820b23907419d2f |
| Source note | uspto-grants-2007_10 |