Aluminium lithium hydride → HCID 68458113, compound

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Reaction Steps

The product from Example 53c (2.30 g, 5.54 mmol) in 60 mL of THF was reacted with the LiAlH4 (420 mg, 11.0 mmol) for 18 h followed quenching with dilute HCl. Adjusted to pH 10 with NH4OH. Extracted with CH2Cl2, dried over MgSO4 filtered and concentrated under vacuum giving the crude title compound which was purified by HPLC with TFA providing the trifluoroacetic acid salt (325 mg, 70%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.76 (s, 3H) 3.99 (br. s, 1H) 4.58 (s, 2H) 6.31 (d, J=7.35 Hz, 1H) 7.25 (s, 5H) 7.40 (m, 2H) 7.46 (s, 1H) 7.78 (d, J=8.82 Hz, 1H) 8.42 (d, J=6.99 Hz, 1H) 8.95 (d, J=8.46 Hz, 1H) 11.06 (br. s., 1H) 14.44 (br. s., 1H); MS (ESI+) m/z 374 (M+H)+.

Provenance & Evidence