HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(7-Indolylcarbonyl)-3-(RS)-(4-phenylpiperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1H-Indole-7-carboxylic acid | HCID 74281 | — |
| Reactant | Bis(2-oxo-3-oxazolidinyl)phosphinic chloride | HCID 152842 | — |
| Reactant | 3-(SR)-(4-phenyl piperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine | HCID 20694483 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(7-Indolylcarbonyl)-3-(RS)-(4-phenylpiperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine | HCID 18364772 | — |
Reaction Steps
To a solution of 0.022 g (0.067 mmol) of 3-(SR)-(4-phenyl piperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine and 0.016 g (0.1 mmol) of indole-7-carboxylic acid in 2 mL of CH2Cl2 and 0.037 mL (0.27 mmol) of triethylamine was added 0.022 g (0.087 mL) of BOP-Cl [Bis-(2-oxo-3-oxazolidinyl)phosphinic chloride] and the reaction mixture was stirred at rt for 5 h. The reaction mixture concentrated and purified by chomatography (silica, acetone: hexanes, 1:3 to 1:2) to give the title compound. 1H NMR (CDCl3) δ; 10.02 (bs, 1H), 7.79 (bs, 1H), 7.02-7.53 (m, 11H), 6.62 (bs, 1H), 4.15-4.19 (m, 2H); Mass Spectrum (CI) m/e=482 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06303593B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-0ab2bd26f98c4fea91a9edbd45f75696 |
| Source note | uspto-grants-2001_10 |