Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Aniline, p-chloro-N,N-bis(2-chloroethyl)- (8CI) | HCID 95112 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | methyl (1R,3S)-3-aminocyclopentane-1-carboxylate hydrochloride | HCID 57463822 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 118105557 | HCID 118105557 | 55.6% |
Reaction Steps
(1R,3S)-methyl 3-aminocyclopentanecarboxylate hydrochloride (1.5 g, 8.35 mmol), 4-chloro-N,N-bis(2-chloroethyl)aniline (2.32 g, 9.18 mmol), sodium hydrogencarbonate (4.91 g, 58.4 mmol), and potassium iodide (0.14 g, 0.83 mmol) were suspended in n-butanol (50 mL). The reaction mixture was stirred at 110° C. for overnight. Upon completion, the reaction mixture was evaporated under vacuo. The resulting crude residue was purified by column chromatography using ethyl acetate in hexane as eluent to obtain (1R,3S)-methyl 3-(4-(4-chlorophenyl)piperazin-1-yl)cyclopentanecarboxylate (1.5 g, 55.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09359367B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-cebbfe200ad5432b91c5e2ee9d9d4429 |
|---|
| Source note | uspto-grants-2016_06 |
|---|
