Methanol → HCID 67512486, compound

Temperature

50 °C

A mixture of 5-nitro-isophthalic acid 1-tert-butyl ester 3-methyl ester (D78) (5.3 g, 19 mmol, 1 equiv), NH4COOH (11.9 g, 190 mmol, 10 equiv) and 10% Palladium on charcoal (50% wet, 0.75 g, 7% w/w) in EtOH (50 ml) and H2O (25 ml) was heated at 50° C. for 30 min. MeOH (20 ml) was added and the resulting solution was heated at 50° C. for another hour then cooled to room temperature, filtered through a pad of celite and concentrated in vacuo. The residue was diluted with saturated aqueous NaHCO3 solution (100 ml) and the aqueous phase was extracted with AcOEt (150 ml). The organic phase was dried over MgSO4 and concentrated in vacuo. The residue was triturated with iso-hexane to give of 5-amino-isophthalic acid 1-tert-butyl ester 3-methyl ester (D79) (3.4 g, 71%) as a white solid.

1. temperaturethe resulting solution was heated at 50° C. for another hour
2. temperaturethen cooled to room temperature
3. filtrationfiltered through a pad of celite
4. concentrationconcentrated in vacuo
5. additionThe residue was diluted with saturated aqueous NaHCO3 solution (100 ml)
6. extractionthe aqueous phase was extracted with AcOEt (150 ml)
7. dry with materialThe organic phase was dried over MgSO4
8. concentrationconcentrated in vacuo
9. customThe residue was triturated with iso-hexane

ORD record

ord-f14c1c2282ca493daf85630e33edeb5c

Source dataset

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07253198B2