Potassium Carbonate → HCID 23082127, compound

HRID 2353056Notes

Reaction equation

HRID 2353056 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([Cl:14])[C:5]2[NH:9][C:8]([CH:10]([F:12])[F:11])=[N:7][C:6]=2[CH:13]=1.[Cl:15][C:16]1[N:21]=[C:20](Cl)[N:19]=[C:18]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[N:17]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[NH2:1][C:2]1[CH:3]=[C:4]([Cl:14])[C:5]2[N:9]=[C:8]([CH:10]([F:11])[F:12])[N:7]([C:20]3[N:21]=[C:16]([Cl:15])[N:17]=[C:18]([N:23]4[CH2:24][CH2:25][O:26][CH2:27][CH2:28]4)[N:19]=3)[C:6]=2[CH:13]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 810762,4-Dichloro-6-morpholino-1,3,5-triazineHCID 178507672HCID 178507672, compound

Product 1

HCID 23082127HCID 23082127, compoundYield 28.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

6-Amino-4-chloro-2-difluoromethylbenzimidazole (500 mg, 2.3 mmol) was dissolved in acetone (50 ml), 2,4-dichloro-6-morpholino-1,3,5-triazine (542 mg, 2.3 mmol) was added at −15° C., and potassium carbonate (500 mg) was further added. After having elevated the temperature gradually to room temperature, the mixture was stirred at room temperature for 5 hours. The solvent was evaporated under vacuum, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:4) to afford 2-(6-amino-4-chloro-2-difluoromethylbenzimidazol-1-yl)-4-chloro-6-morpholino-1,3,5-triazine (272 mg, yield 28%).

Workup

  1. customgradually to room temperature
  2. customThe solvent was evaporated under vacuum
  3. customthe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:4)

Sources & evidence

ORD record
ord-334ea9793e8048f8be985e3a4833e39b
Source dataset
uspto-grants-2010_07
Patent number
US07750001B2

Reaction notes

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