HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 21101947, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Cyclopropanemethanamine | HCID 75646 | — |
| Reactant | HCID 21101706 | HCID 21101706 | — |
| Product | HCID 21101947 | HCID 21101947 | 31.8% |
Reaction Steps
4-[4-(tert-Butoxycarbonyl)piperazin-1-yl]-7-chloroquinol-2-one (150 mg, 0.4 mmol), sodium hydride (15 mg, 0.6 mmol), N-phenyl(trifluoromethylsulfon)imide (208 mg, 0.56 mmol), and cyclopropylmethylamine (360 μL, 4.0 mmol) are treated according to method E yielding 53 mg of 4-[4-(tert-butoxycarbonyl)piperazin-1-yl]-7-chloro-2-(cyclopropylmethylamino)quinoline. 47 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 (19 μL) and triethylamine (140 μL).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07220856B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-f6c1f3ef80f44db5b4e780cb88f6337a |
| Source note | uspto-grants-2007_05 |