HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 21101943, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N,N-Dimethylethylenediamine | HCID 66053 | — |
| Reactant | HCID 21101706 | HCID 21101706 | — |
| Product | HCID 21101943 | HCID 21101943 | 56.5% |
Reaction Steps
4-[4-(tert-Butoxycarbonyl)piperazin-1-yl]-7-chloroquinol-2-one (145 mg, 0.4 mmol), sodium hydride (15 mg, 0.6 mmol), N-phenyl(trifluoromethylsulfon)imide (202 mg, 0.56 mmol), and N,N-dimethylethylenediamine (276 μL, 2.4 mmol) are treated according to method E yielding 98 mg of 4-[4-(tert-butoxycarbonyl)piperazin-1-yl]-7-chloro-2-[2-(dimethylamino)ethylamino]quinoline. 38 mg thereof are treated with TFA-CH2Cl2 1:1 (0.6 mL) for 1 h and concentrated. The residue is converted into the title product with 4-fluorophenyl isocyanate (16 μL) and triethylamine (120 μL).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07220856B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-a628fafebdf34cb991936716e485db5e |
| Source note | uspto-grants-2007_05 |