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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1353339Generated: October 29, 2026

Sodium hydride → HCID 21101947, compound

https://huagongshe.com/reaction/1353339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantCyclopropanemethanamineHCID 75646—
ReactantHCID 21101706HCID 21101706—
ProductHCID 21101947HCID 2110194731.8%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07220856B2
Source datasetuspto-grants-2007_05
ORD IDord-f6c1f3ef80f44db5b4e780cb88f6337a
Source noteuspto-grants-2007_05