HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → HCID 86700508, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | tert-Butyl 4-(piperazin-1-yl)piperidine-1-carboxylate | HCID 17750358 | — |
| Reactant | 4-Bromo-2-chloro-5-(trifluoromethoxy)benzenamine | HCID 67495958 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86700508 | HCID 86700508 | 60.2% |
Reaction Steps
To a solution of 4-bromo-2-chloro-5-trifluoromethoxy-phenylamine (0.55 g, 1.90 mmol) in DCM (4.9 mL) was added CDI (0.34 g, 2.09 mmol). The reaction solution was stirred at RT overnight and then 4-piperazin-1-yl-piperidine-1-carboxylic acid tert-butyl ester (0.56 g, 2.09 mmol; Preparation 12) was added and the reaction mixture was stirred for 30 min at RT, concentrated under vacuum and purified by silica gel chromatography (0-5% MeOH/DCM). Pure fractions were combined and concentrated under vacuum to provide the title intermediate (0.67 g, 60% yield) as a white foam. (m/z): [M+H]+ calcd for C22H29BrClF3N4O4 585.1 found 584.6.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206159B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-7a62b28906284bb899b968304a7e75bc |
| Source note | uspto-grants-2015_12 |