Water → HCID 70654078, compound

To a solution of 2-(2,4-dimethoxy-benzylamino)-5-[4-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-pentanenitrile (513 mg, 1.12 mmol) in diethyl ether (15 mL) under argon is slowly added lithium aluminium hydride (2.25 mL of a 1.0 M solution in diethyl ether, 2.25 mmol). The resulting reaction mixture is stirred at RT for 3 h, then is left standing at RT overnight. Water (0.1 mL) is added cautiously, followed by sodium hydroxide (0.2 mL of a 15% aqueous solution) and a further portion of water (0.1 mL). The reaction mixture is diluted with diethyl ether (5 mL) and then dried over MgSO4 and the solvent is concentrated in vacuo to afford the title compound as a pale yellow oil that is used without further purification. [M+H]+ 459.

1. customThe resulting reaction mixture
2. waitis left
3. waitstanding at RT overnight
4. dry with materialdried over MgSO4
5. concentrationthe solvent is concentrated in vacuo

ORD record

ord-0d3c3f2b433d4c6588e860ea262e3b31

Source dataset

uspto-grants-2014_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08664228B2