HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → HCID 44477247, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Reactant | HCID 55302371 | HCID 55302371 | — |
| Reactant | 1-Cyclobutyl-[1,4]diazepane | HCID 57423953 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 44477247 | HCID 44477247 | 56% |
Reaction Steps
To a stirred solution of 3,3-dihydroxycyclobutanecarboxylic acid (80 mg, 0.61 mmol) in 4:1 DCM/DMF (2.5 ml) was added CDI (103 mg, 0.64 mmol) at RT. The mixture was stirred for 1.5 h at RT and 1-cyclobutyl-1,4-diazepane (98 mg, 0.64 mmol) was added. The resulting solution was stirred at RT for 3 H, diluted with DCM (20 ml) and washed with 1:1 H2O/brine (20 ml). The organic layer was dried (Na2SO4), filtered and concentrated at reduced pressure. Purification by silica gel FCC (eluting with DCM/MeOH/NH3 90:10:1) provided the title compound as colourless oil (84 mg, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691804B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-a93b5178fabc4dc98073938d246ecc4a |
| Source note | uspto-grants-2014_04 |