HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 118308243, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (1S,2S)-trans-N-Boc-1,2-cyclopentanediamine | HCID 17040218 | — |
| Reactant | 2-Chloro-5-(trifluoromethyl)pyrazine | HCID 18987645 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 118308243 | HCID 118308243 | — |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
A solution of 2-chloro-5-(trifluoromethyl)pyrazine (CAS number 799557-87-2; 2.0 g, 10.98 mmol), tert-butyl N-[(1S,2S)-2-aminocyclopentyl]carbamate (CAS number 586961-34-4; 2 g, 9.99 mmol) and DIPEA (5.23 ml, 30.0 mmol) in DMSO (20 ml) was sealed and heated at 140° C. for 3 hours. The reaction mixture was partitioned between ethyl acetate (200 ml) and water (100 ml). The organics were washed with water (2×100 ml), brine (100 ml), dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (silica, 10-40% ethyl acetate/petrol) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156829B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-5419bf54d7664a518bf921ad7d35448d |
| Source note | uspto-grants-2015_10 |