Hydrochloric Acid → 3-chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)phenylamine

Temperature

60 °C

To a solution of SnCl2.2H2O in EtOH (10 ml) at 60° C. was added 426A (1.80 g, 6.67 mmol). Concentrated HCl (8 ml) was added and the mixture was heated at 60° C. for 15 min. Cooled to rt, the mixture was concentrated under reduced pressure. The residue was basified to pH>12 and extracted with EtOAc (4×50 ml). The combined organic layers were washed with 1N KOH (20 ml), H2O (20 ml) and brine (20 ml), dried with Na2SO4. Removal of the solvent under reduced pressure gave 426B (1.31 g, 82%) as a white solid. The solid was used in next step without further purification. It has a retention time of 3.53 min (standard LC1 method, 8 min run). MS Found: (M+H)+=240.1

1. temperatureCooled to rt
2. concentrationthe mixture was concentrated under reduced pressure
3. extractionextracted with EtOAc (4×50 ml)
4. washThe combined organic layers were washed with 1N KOH (20 ml), H2O (20 ml) and brine (20 ml)
5. dry with materialdried with Na2SO4
6. customRemoval of the solvent under reduced pressure

ORD record

ord-b58fba1ab6e8435387f5088efe35cabc

Source dataset

uspto-grants-2006_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07030112B2