2-Pyrazinecarboxylic acid → HCID 67028105, compound

2-Pyrazine carboxylic acid (1 g) in dichloromethane (30 mL) was treated with triethylamine (1.27 mL) and HATU (3.6 g) and the mixture was stirred for 10 minutes. A solution of 2-bromoethylamine hydrobromide (1.5 g) and triethylamine (1.27 mL) in dichloromethane (20 mL) was added and the reaction mixture was stirred for 3 hours. Water (50 mL) was added and the organic layer was separated and washed with water (3×50 mL). The organic layer was dried over magnesium sulphate and evaporated to give the crude product which was purified by silica gel chromatography eluting with 0-100% EtOAc/dichloromethane. The relevant fractions were combined and evaporated to give a residue which was dissolved in EtOAc (40 mL) and washed with saturated sodium hydrogen carbonate ensuring the aqueous layer was basic. The organic layer was dried over magnesium sulfate and evaporated to give the sub-titled compound (1.0 g) as a white solid.

1. stirringthe reaction mixture was stirred for 3 hours
2. customthe organic layer was separated
3. washwashed with water (3×50 mL)
4. dry with materialThe organic layer was dried over magnesium sulphate
5. customevaporated
6. customto give the crude product which
7. customwas purified by silica gel chromatography
8. washeluting with 0-100% EtOAc/dichloromethane
9. customevaporated
10. customto give a residue which
11. washwashed with saturated sodium hydrogen carbonate ensuring the aqueous layer
12. dry with materialThe organic layer was dried over magnesium sulfate
13. customevaporated

ORD record

ord-23ec4c2f0f0c443e89e0c89866d95579

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08329729B2