HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → HCID 69105637, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | (2S)-1-((tert-butoxy)carbonyl)piperidine-2-carboxylic acid | HCID 688617 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69105637 | HCID 69105637 | — |
Reaction Steps
6.2 g of HOBT and then 9.45 g of DCC are added at RT to a solution of 10 g of (2S)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid (commercial) in 130 ml of DCM, and the mixture is left stirring for 1 hour. The reaction mixture is cooled on an ice bath, dimethylamine gas is added by bubbling for two times 10 minutes and the mixture is then left stirring overnight at RT. An insoluble material is filtered off and the filtrate is concentrated under vacuum. The residue is chromatographed on silica gel, eluting with a gradient of a DCM/MeOH mixture of from (98/2; v/v) to (96/4; v/v). The product obtained is taken up in ether and the precipitate is spin-filtered off. 8.5 g of the expected product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07425566B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-e5bd49c7e1eb45de8aeb3a94bba23039 |
| Source note | uspto-grants-2008_09 |