Lithium tritertbutoxyaluminohydride → HCID 11989984, compound

Participants

Reaction Conditions

Reaction Steps

2′-Acetylamino-4′-methyl-[4,5′]bithiazolyl-2-carbonyl chloride, prepared as in Step I of Example 13, described above, (200.5 mg; 0.66 mmol; 1 eq.), is dissolved in DME (7 ml) and is cooled down to −78° C. Lithium tri-tert-butoxyaluminohydride (Aldrich)(2.65 ml; 0.50 M; 1.33 mmol; 2 eq.) is added dropwise. After one hour the reduction is complete. The reaction mixture is poured on ice. The two layers are separated and the organic phase is dried over MgSO4 and concentrated. The resulting product is purified by preparative HPLC, affording Compound (35) as white-off solid (10.5 mg; 6%). 1H NMR (DMSO-d6, 300 MHz) δ 2.12 (s, 3H), 2.45 (s, 3H), 4.75 (s, 2H), 7.61 (s, 1H), 12.08 (s, 1H). M− (ESI): 268.11; M+ (ESI): 270.16. HPLC (method A), Rt: 1.74 min (purity: 100%).

Provenance & Evidence