SCH-5472 explained

SCH-5472. is a stimulant drug^[1] developed by Schering-Plough in the 1950s.^[2]

Synthesis

Potassium amide was made from the reaction of potassium metal with liquid ammonia. The coupling between the carbanion created from diphenylmethane [101-81-5] (1) and ethyl 2-furoate [614-99-3] [1335-40-6] (2) gives 2-furyl benzhydryl ketone, CID:63950182 (3). This was reacted with concentrated liquid ammonia in methanol solvent in an autoclave. The product of this step was 2-benzhydrylpyridin-3-ol, CID:125491889 (4). Reduction of the pyridine gave 2-(diphenylmethyl)piperidin-3-ol, CID:209477 (5).

See also

• AL-1095
• Desoxypipradrol
• Difemetorex

Notes and References

1. Nodine JH, Bodi T, Slap J, Levy HA, Siegler PE . Preliminary trial of a new stimulant SCH 5472 in ambulatory patients with depression, exhaustion, or hypersomnia syndrome . Antibiotic Medicine & Clinical Therapy . 7 . 771–6 . December 1960 . 13729397 .
2. US . patent . 2997478 . Walter LA, Sperber N . 1961-08-22 . Schering . Oxygenated Piperidines and Process for their Manufacture .