HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanamide → HCID 178492299, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanamide | HCID 9864 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 11730369 | HCID 11730369 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178492299 | HCID 178492299 | 33% |
Reaction Steps
To an acetonitrile solution (15 mL) of N-(3,4-dimethoxyphenyl)-4-(6,7-dimethoxy-4-quinazolinyl)-1-piperazinethiocarboxamide (499 mg, 1.07 mmol) described in WO 98/14431, DCC (4397 mg, 2.13 mmol), N,N-diisopropylethylamine (Hünig base) (0.19 mL, 1.09 mmol) and cyanamide (224 mg, 5.32 mmol) were added, followed by heating under reflux in argon atmosphere for 2 days. DCC (439 mg, 2.13 mmol), Hünig base (0.19 mL, 1.09 mmol) and cyanamide (224 mg, 5.32 mmol) were further added thereto, followed by heating under reflux for 2 days. After the reaction solution was concentrated, the resulting residue was purified by silica gel column chromatography to give the target compound (167 mg, 0.35 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06423716B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-11896da0c59149da92d694f0d093b6d3 |
| Source note | uspto-grants-2002_07 |