Hydroxylamine → (NE)-N-[(6-chloro-3-methoxy-1-tritylpyrazolo[4,3-c]pyridin-4-yl)methylidene]hydroxylamine

Participants

Reaction Conditions

Reaction Steps

6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridine-4-carbaldehyde (11B, 100 mg, 0.220 mmol), sodium acetate (54.2 mg, 0.661 mmol), and hydroxylamine (21.8 mg, 0.331 mmol) were taken up in Ethanol (2.2 ml). The reaction was allowed to stir at 70° C. for 1 hour. Room temperature was attained and the reaction mixture was concentrated in vacuo. The mixture was partitioned between EtOAc and saturated NaHCO3. The combined orgniac layers were washed with brine, dried over MgSO4, and concentrated in vacuo to give (E)-6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridine-4-carbaldehyde oxime. The products were carried forward without purification. MS: [M+H]+ m/z 469.

Provenance & Evidence