Dimethylformamide → HCID 55299726、化合物

DMF (4.3 ml) was cooled in ice-water bath under N2 and POCl3 (5.2 ml) was added dropwise. The mixture was stirred at room temperature for 10 min. The ice-water bath was replaced, and the mixture was diluted with DCM (45 ml). A solution of 3,4-difluoro-1H-pyrrole (Intermediate 18; 4.57 g) in DCM (45 ml) was added dropwise. The mixture was refluxed for 30 min, cooled to room temperature and a solution of NaOAc (23 g) in water (60 ml) was added slowly. The resulting mixture was refluxed for 30 min, organic phase was separated and aqueous phase was extracted with DCM. The combined organic phase was washed with NaHCO3, dried over Na2SO4, and concentrated in vacuo. The crude solid was triturated with DCM (20 ml)/pentane (100 ml), and then cooled to −20° C. to give the title compound as pale brown needles (4.73 g). NMR (CDCl3): 6.87 (m, 1H), 9.6 (m, 1H).

1. temperatureThe mixture was refluxed for 30 min
2. temperaturecooled to room temperature
3. temperatureThe resulting mixture was refluxed for 30 min
4. customorganic phase was separated
5. extractionaqueous phase was extracted with DCM
6. washThe combined organic phase was washed with NaHCO3
7. dry with materialdried over Na2SO4
8. concentrationconcentrated in vacuo
9. customThe crude solid was triturated with DCM (20 ml)/pentane (100 ml)
10. temperaturecooled to −20° C.

ORDレコード

ord-3d07bf77ff3b4a99b29ba536f9746f69

出典データセット

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08399489B2