HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-{[1-(4-Chlorophenyl)cyclopropyl]carbonyl}-3-(1,1-dimethylpropyl)pyrrolidin-3-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(p-Chlorophenyl)cyclopropanecarboxylic acid | HCID 98606 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 3-(1,1-Dimethylpropyl)pyrrolidin-3-ol | HCID 66661901 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-{[1-(4-Chlorophenyl)cyclopropyl]carbonyl}-3-(1,1-dimethylpropyl)pyrrolidin-3-ol | HCID 66662541 | — |
Reaction Steps
3-(1,1-Dimethylpropyl)pyrrolidin-3-ol (29.5 mg, 0.000188 mol) was dissolved in DMF and to this solution were added 1-(4-chlorophenyl)cyclopropanecarboxylic acid (44.3 mg, 0.000225 mol), benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (99.6 mg, 0.000225 mol) and N,N-diisopropylethylamine (49 μL, 0.00028 mol), and the resulting solution was stirred at rt overnight. The product was purified by prep-HPLC. LCMS (M+H)=336
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126927B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-c3e84d1ea2af4afcbd77696e1c33a47d |
| Source note | uspto-grants-2015_09 |