Application of 255735-88-7, A common heterocyclic compound, 255735-88-7, name is tert-Butyl 2-aminopropylcarbamate, molecular formula is C8H18N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Ethyl 4-chloro-1-methyl-6-nitro-2-oxo-1 ,2-dihydroquinoline-3-carboxylate (Intermediate F2; 325 mg, 1.05 mmol), tert- butyl (2-aminopropyl)carbamate (200 mg, 1.15 mmol) and DIPEA (0.2 ml_, 1.15 mmol) were combined in a microwave vial and dissolved in THF (5.2 ml_). The reaction mixture was then heated to 100 C for 16 h. Excess amine was added in 1 ml_ of THF followed by DIPEA (50 uL) and heating was continued for 2 h. The reaction mixture was cooled to rt, partitioned between EtOAC (25 ml_) and water (25 ml_). The aqueous layer was further extracted with EtOAc (25 ml_) and the organic extracts were combined, washed with brine (50 ml_), dried (MgSCU) and concentrated in vacuo affording ethyl 4-((1-((te/f-butoxycarbonyl)amino)propan-2-yl)amino)-1-methyl-6-nitro-2-oxo- 1.2-dihydroquinoline-3-carboxylate (606 mg, 129%) as a yellow solid that was used without further purification. LCMS (Method T4); RT 2.87 min; m/z 449.2078 [M+H]+. Note: The LCMS showed a mixture of the desired product and amine starting material. This mixture was carried forward assuming 100% conversion.
The synthetic route of 255735-88-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; BELLENIE, Benjamin Richard; CHEUNG, Kwai Ming Jack; DAVIS, Owen Alexander; HOELDER, Swen; HUCKVALE, Rosemary; COLLIE, Gavin; MENICONI, Mirco; BRENNAN, Alfie; LLOYD, Matthew Garth; (222 pag.)WO2019/197842; (2019); A1;,
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