HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 3-{4-[4-(Tetrahydro-furan-2-carbonyl)-piperazine-1-carbonyl]-cyclohexyl methyl}-1H-quinazoline-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | (+-)-Tetrahydro-2-furoic acid | HCID 86079 | — |
| Reactant | HCID 178518590 | HCID 178518590 | — |
| Product | 3-{4-[4-(Tetrahydro-furan-2-carbonyl)-piperazine-1-carbonyl]-cyclohexyl methyl}-1H-quinazoline-2,4-dione | HCID 67114855 | 55.3% |
Reaction Steps
To a suspension of tetrahydro-2-furoic acid (38 mg, 0.32 mmol) in DCM (3 mL) 1,1-carbonyldiimidazole (52 mg, 0.32 mmol) was added and the mixture was stirred for 6 hours at room temperature. Then 3-[trans-4-(piperazine-1-carbonyl)-cyclohexylmethyl]-1H-quinazoline-2,4-dione (100 mg, 0.27 mmol) was added and the reaction left stirring for 18 hours. The mixture was washed with 0.4 M Na2CO3 solution and the organic phase collected and concentrated under reduced pressure. The crude was purified by silica column eluting with DCM:MeOH (98:2). 70 mg of the titled compound were obtained (yield 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865704B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-51d03941e4d848abb5705b63a883cc81 |
| Source note | uspto-grants-2014_10 |