Potassium Carbonate → 1-[2,6,7-Trimethyl-4-phenoxy-1H-imidazo[4,5-c]pyridin-1-yl]ethan-2-ol

HRID 1245896Notes

Reaction equation

C([O:4][CH2:5][CH2:6][N:7]1[C:15]2[C:14]([CH3:16])=[C:13]([CH3:17])[N:12]=[C:11]([O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:10]=2[N:9]=[C:8]1[CH3:25])(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[CH3:25][C:8]1[N:7]([CH2:6][CH2:5][OH:4])[C:15]2[C:14]([CH3:16])=[C:13]([CH3:17])[N:12]=[C:11]([O:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:10]=2[N:9]=1

Participants

Conditions

Temperature: 45 °C

Procedure

1-[2,6,7-Trimethyl-4-phenoxy-1H-imidazo[4,5-c]pyridin-1-yl]eth-2-yl acetate (11.1 g, 33.0 mmol), methanol (250 mL), and potassium carbonate (1.14 g, 8.25 mmol) were combined with stirring and heated to 45° C. under nitrogen. The reaction was complete after 30 minutes, and the reaction mixture was concentrated under reduced pressure to a solid, which was dissolved in dichloromethane. The resulting solution was subjected to flash chromatography using 9/1 dichloromethane/methanol. A white solid was isolated and dried to provide 9.1 g of product.

Workup

concentrationthe reaction mixture was concentrated under reduced pressure to a solid, which
dissolutionwas dissolved in dichloromethane
customA white solid was isolated
customdried

Sources & evidence

ORD record: ord-6470cef687e546e6be1225fea233b9b4
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07125890B2

Reaction notes

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