Potassium Carbonate → HCID 22560082, compound

HRID 983434Notes

Reaction equation

HRID 983434 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH2:18][CH2:19][N:20]3[CH:24]=[CH:23][N:22]=[N:21]3)=[C:11]([O:25][CH3:26])[CH:10]=2)[N:3]=1.[Cl:27][C:28]1[NH:29][C:30]2[CH:36]=[CH:35][CH:34]=[CH:33][C:31]=2[N:32]=1.C([O-])([O-])=O.[K+].[K+]>C(C#N)(C)=O>[Cl:27][C:28]1[N:32]([C:6]2[N:7]=[CH:2][N:3]=[C:4]([NH:8][C:9]3[CH:10]=[C:11]([O:25][CH3:26])[C:12]([O:17][CH2:18][CH2:19][N:20]4[CH:24]=[CH:23][N:22]=[N:21]4)=[C:13]([O:15][CH3:16])[CH:14]=3)[N:5]=2)[C:31]2[CH:33]=[CH:34][CH:35]=[CH:36][C:30]=2[N:29]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 785722-ChlorobenzimidazoleHCID 22560120HCID 22560120, compound

Product 1

HCID 22560082HCID 22560082, compound

Reagents, catalysts & solvents 1

HCID 694302-OxopropiononitrileSolvent

Conditions

Temperature
70 °C

Procedure

(4-Chloro-[1,3,5]triazin-2-yl)-[3,5-dimethoxy-4-(2-[1,2,3]triazol-1-yl-ethoxy)phenyl]amine (407 mg, 1.076 mmol) is combined with 2-chlorobenzimidazole (164 mg, 1.076 mmol) and K2CO3(179 mg, 1.292 mmol) in AcCN (10 ml) and heated at 65 to 75° C. for 4 to 20 hours. The mix is concentrated down under reduced pressure and treated with water. A white precipitate forms which is filtered and dried under vacuum, giving [4-(2-chloro-benzimidazol-1-yl)-[1,3,5]triazin-2-yl]-[3,5-dimethoxy-4-(2-[1,2,3]triazol-1-yl-ethoxy)phenyl]-amine.

Workup

  1. concentrationThe mix is concentrated down under reduced pressure
  2. additiontreated with water
  3. filtrationA white precipitate forms which is filtered
  4. customdried under vacuum

Sources & evidence

ORD record
ord-50144ff22c9b4998b391654663b324c0
Source dataset
uspto-grants-2005_03
Patent number
US06864255B2

Reaction notes

Loading…