Journal
ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 15, Issue 6, Pages 1442-1446Publisher
AMER CHEMICAL SOC
DOI: 10.1021/op200114t
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Sodium hydride was found to be the best base for a displacement reaction on a chloropyrimidine. Due to the insolubility of sodium hydride in all solvents and high reactivity with atmospheric moisture, solutions dealing with the associated safety concerns on kilogram scale are described. The use of sodium hydride in premeasured dissolvable bag packaging (SecuBags), online process analytical technology (PAT) to monitor the hydrogen off-gas, and the development of analytical methods to monitor residual polymer and potential degradation products allowed for a successful scale-up and on-time delivery of a quality product.
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