Phosphorus oxychloride → HCID 58936497, compound

Temperature

95 °C

A mixture of (3-cyano-5-fluoro-6-hydroxy-pyridin-2-yl)-acetic acid methyl ester (9.10 g, 43.3 mmol), as prepared in the previous step, and POCl3 (40 mL, 433 mmol) was stirred at 95° C. for 7 h. The homogeneous brown solution was then concentrated under reduced pressure, and the residue was put on an ice bath, diluted with ether (200 mL), and then shaken with ice water (100 mL). The aqueous layer was extracted with ether (1×100 mL), and the organic layers were combined, dried (Na2SO4), and concentrated under reduced pressure at 40° C. to afford the title compound as a clear dark amber oil (9.45 g, 96%). 1H-NMR (300 MHz, CDCl3) δ 7.75 (d, 1H), 4.06 (s, 2H), 3.77 (s, 3H).

1. concentrationThe homogeneous brown solution was then concentrated under reduced pressure
2. customthe residue was put on an ice bath
3. additiondiluted with ether (200 mL)
4. stirringshaken with ice water (100 mL)
5. extractionThe aqueous layer was extracted with ether (1×100 mL)
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated under reduced pressure at 40° C.

ORD record

ord-1952e89de39e46e697f4c2bd18d82b5d

Source dataset

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07262210B2