1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2-Amino-3-fluorobenzamide

To 2-amino-3-fluorobenzoic acid (1.55 g, 10 mmol) in DMF (5 mL) at rt were added hydroxybenzatriazole (2.0 g, 13 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (2.3 g, 12 mmol), ammonium chloride (2.3 g, 42 mmol), and DIEA (7.5 ml, 42 mmol). The mixture was purged with nitrogen and stirred for 6 h. The mixture was then poured into water and extracted with EtOAc (3×50 mL). The combined extracts were washed with brine (2×20 mL), dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was treated with DCM (10 mL) resulting in a precipitate that was collected by filtration to afford 2-amino-3-fluorobenzamide (670 mg). LC-MS (ESI) m/z 155 (M+H+)

1. customThe mixture was purged with nitrogen
2. additionThe mixture was then poured into water
3. extractionextracted with EtOAc (3×50 mL)
4. washThe combined extracts were washed with brine (2×20 mL)
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. additionThe residue was treated with DCM (10 mL)
9. customresulting in a precipitate that
10. filtrationwas collected by filtration

ORDレコード

ord-0a17c6ae5203441db0a130d280b517d5

出典データセット

uspto-grants-2014_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08633207B2