Potassium Carbonate → 6-(6-chloropyrimidin-4-yloxy)-2-cyclopropyl-4-methyl-1H-benzo[d]imidazole

HRID 1846470Notes

Reaction equation

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

Participants

Conditions

Temperature: 50 °C

Procedure

90 mg (0.48 mmol) 2-cyclopropyl-4-methyl-1H-benzo[d]imidazol-6-ol and 77 mg (0.50 mmol) 4,6-dichloropyrimidine in 2.0 mL DMF were combined with 70 mg (0.50 mmol) potassium carbonate and stirred for 8 h at 50° C. Then ice water was added and the substance was extracted with ethyl acetate and concentrated by rotary evaporation i.vac.

Workup

extractionthe substance was extracted with ethyl acetate
concentrationconcentrated by rotary evaporation i.vac

Sources & evidence

ORD record: ord-ba3817d0dbdd4efc92385480aebc5827
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08952014B2

Reaction notes

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