Scale-up Guide: Miyaura Borylation Reaction

Scale-Up Guide: High-Throughput Base Screen

Important Note

To best enable scale-up success, the use of glove box is highly recommended. However, modified bench top techniques are provided below.

General Guidelines for Reaction Scale-Up

  • Oven dry all glassware and stir bars
  • Preheat oil bath to avoid temperature spiking
  • Use dry, high purity reagents (and substrates)
  • Use unopened Sure/Seal™ anhydrous solvents (or newly degassed)
  • Keep reactions under an atmosphere of nitrogen
  • Purge needle/syringe with nitrogen prior to use

Example Experimental

All solids (base, substrates, catalyst) were weighed on a bench top balance and added to a cooled, oven dried flask 1,2 equipped with an oven dried stir bar. The reaction was capped and then purged and backfilled with nitrogen (3x) with a nitrogen-fed manifold needle. Anhydrous solvent (SureSeal™ed and punctured with a nitrogen-fed manifold needle) was then added via syringe. If a liquid bases was required, it was added as the final component via syringe. When all constituents were added, the nitrogen line was removed 3 and the reaction allowed to stir at the required temperature for the duration of the reaction.

1 See the Cross-Coupling Reaction Manual: Desk Reference and Cross-Coupling Quick Guide: Bench Reference for more detailed additional guidance and troubleshooting tips

2 Reaction vials capable of being sealed with a microwave cap are very useful as well. By design, the caps do not need to be replaced once punctured.

3 For higher temps, a reflux condenser operated under nitrogen can be used

Miyaura Borylation Reaction Product List

Mouse over image to select.

KitAlysis

 

 

 

Product No. Description Vial
804282 SPhos Pd G4 A1, B1, C1, D1
804274 XPhos Pd G4 A2, B2, C2, D2
900349 CataCXium Pd G4 A3, B3, C3, D3
804290 RuPhos Pd G4 A4, B4, C4, D4
764175 PCy3 Pd G4 A5, B5, C5, D5
804975 DTBPF Pd G A6, B6, C6, D6