Aluminium lithium hydride → 5,6,7,8-tetrahydro-2-(phenoxymethyl)-5-(phenylmethyl)-4H-thiazolo[5,4-c]azepine

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Reaction Steps

A 1 M solution of lithium aluminium hydride in THF (0.28 mL, 0.28 mmol) was added dropwise to a stirred solution of 5,6,7,8-tetrahydro-2-(phenoxymethyl)-5-(phenylmethyl)-4H-thiazolo[5,4-c]azepin-4-one (0.084 g, 0.23 mmol) in THF (1.8 mL) under N2 at 0° C. The mixture was stirred at room temperature for 1 hour and then quenched with a saturated solution of NH4Cl, diluted with DCM and filtered through a pad of diatomaceous earth. The solvents were evaporated in vacuo to yield 5,6,7,8-tetrahydro-2-(phenoxymethyl)-5-(phenylmethyl)-4H-thiazolo[5,4-c]azepine (0.055 g, 68% yield) as a yellow oil that was used in the next step without further purification. C21H20N2O2S LCMS: Rt 3.02, m/z 365 [M+H]+ (using method, LC-MS Method 6).

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