HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 178520989, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 178525779 | HCID 178525779 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178520989 | HCID 178520989 | 76% |
Reaction Steps
A mixture of 214 mg (1.5 mmol) of cis-4-hydroxycyclohexanecarboxylic acid (commercially available), 316 mg (1.5 mmol) of 1-(2-cyclobutyl)-piperazine dihydrogen chloride (WO 2004101546), 572 mg (1.8 mmol) of TBTU and 751 mg (7.4 mmol) of DIPEA in 5 ml DMF was stirred for 8 h at room temperature. The mixture was diluted with ethyl acetate, washed with water and brine, and evaporated. The residue was purified by column chromatography on silica eluting with CH2Cl2 and methanol=9:1. Evaporation of the combined product fractions yielded 300 mg (76%) of the title compound as light brown oil. MS (m/e): 267.1 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544683B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-6370a15784444dfca63057527d07387d |
| Source note | uspto-grants-2009_06 |