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US 5,508,404 AGranted
Reductive amination process
AssigneeMerck & Co., Inc.
InventorsDavid Askin, Steven J. Cianciosi, Robert S. Hoerrner
Life of this patent
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Abstract
A process of reductive amination efficiently yields an HIV protease inhibitor.
Claims13
A process for synthesizing compound J of the structure ##STR28## comprising the steps of:
- (a) reacting for at least 5 minutes in suitable solvent one equivalent of the compound having the structure ##STR29## with excess 3-pyridine carboxaldehyde in the presence of excess reducing agent, at a temperature range of between about -78.degree. C. and about 90.degree. C.;
- (b) to give compound J or hydrate thereof.
A process for synthesizing compound J of the structure ##STR30## comprising the steps of:
- (a) mixing in suitable solvent one equivalent of the compound having the structure ##STR31## with excess 3-pyridine carboxaldehyde;
- (b) adding excess reducing agent, and maintaining the resulting mixture for at least 5 minutes at a temperature range of between about -78.degree. C. and about 90.degree. C.;
- (c) to give compound J or hydrate thereof.
A process for synthesizing compound J of the structure ##STR32## comprising the steps of:
- (a) reacting for at least 5 minutes, in a solvent selected from isopropyl acetate and ethyl acetate, one equivalent of a compound having the structure ##STR33## with between about one equivalent and about two equivalents of 3-pyridinecarboxaldehyde, in the presence of a reducing agent selected from NaBH(OAc).sub.3 and formic acid, at a temperature range between about 20.degree. C. to about 60.degree. C.;
- (b) to provide compound J or hydrate thereof.
A process for synthesizing compound J of the structure ##STR34## comprising the steps of:
- (a) mixing in a solvent selected from isopropyl acetate and ethyl acetage, one equivalent of a compound having the structure ##STR35## with between about one equivalent and about two equivalents of 3-pyridinecarboxaldehyde;
- (b) adding a reducing agent selected from NaBH(OAc).sub.3 and formic acid, and maintaining for at least 5 minutes the resulting mixture at a temperature range between about 20.degree. C. to about 60.degree. C.;
- (c) to provide compound J or hydrate thereof.
Dependencies are inferred from the claim text.