Potassium Carbonate → N-(5-(4-methyl-2-propyl-1H-imidazol-1-yl)thiazol-4-yl)acetamide

HRID 1051423Notes

Reaction equation

Br[C:2]1[S:6][CH:5]=[N:4][C:3]=1[NH:7][C:8](=[O:10])[CH3:9].C(=O)([O-])[O-].[K+].[K+].[CH3:17][C:18]1[N:19]=[C:20]([CH2:23][CH2:24][CH3:25])[NH:21][CH:22]=1>O1CCOCC1>[CH3:17][C:18]1[N:19]=[C:20]([CH2:23][CH2:24][CH3:25])[N:21]([C:2]2[S:6][CH:5]=[N:4][C:3]=2[NH:7][C:8](=[O:10])[CH3:9])[CH:22]=1

Participants

Conditions

Temperature: 100 °C

Procedure

N-(5-bromothiazol-4-yl)acetamide from example 2.4 (0.27 g, 1.22 mmol), potassium carbonate (0.17 g, 1.221 mmol) and 4-methyl-2-propyl-1H-imidazole from example 1.6 (0.15 g, 1.22 mmol) were added sequentially to dioxane (30 mL). The mixture was heated to 100° C. for 18 h. It was purified by pre-HPLC to give the title compound (3 mg, 0.01 mmol, 10%) as a white solid.

Workup

customIt was purified by pre-HPLC

Sources & evidence

ORD record: ord-9f03156b6e1545d68c79fb1e41015daa
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09388180B2

Reaction notes

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