Simple exploration of 22960-16-3

The synthetic route of 22960-16-3 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22960-16-3,Isoquinoline-4-carbaldehyde,as a common compound, the synthetic route is as follows.

22960-16-3, Step A 4-Hydroxymethylisoquinoline 4-Isoquinolinecarboxaldehyde (6.15 g, 39.13 mmoles) (prepared by the method of: J. B. Wommack. T. G. Barbee, Jr., D. J. Thoennes, M. A. McDonald and D. E. Pearson, J. Heterocyclic Chem., 1969, 6, 243-245.) was dissolved in anhydrous dichloromethane (369 mL) and the solution was cooled to 0 C. Borane-dimethyl sulfide complex (1 M in THF) (5.23 mL, 5.09 mmoles) (as described in: E. Mincione, J. Org. Chem., 1978, 43, 1829-1830) was added and the mixture was stirred at 0 C. for a 1.5 h. Additional borane-dimethylsulfide complex (1 M in THF) (10.455 mL, 1.35 mmoles) was added and the reaction was stirred for an additional 2 h at 0 C. Methanol (93.3 mL) was added and the solution was evaporated to dryness and chromatographed on silica gel using 2-3% (10% conc. NH4OH in methanol)-dichloromethane as the eluant to give unreacted 4-Isoquinolinecarboxaldehyde (~23%), 4(1.2-dihydroisoquinoline)carboxaldehyde (identical to that described in Preparative Example 63.

The synthetic route of 22960-16-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Schering Corporation; US6362188; (2002); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem