Potassium Phosphate, Tribasic → HCID 118113993, compound

HRID 2178397Notes

Reaction equation

HRID 2178397 reaction equation
[I:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([NH:11]C(=O)OCC)[N:8]([CH:17]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]4[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][CH:28]=4)=[C:21]([O:37][CH3:38])[CH:20]=3)[CH3:18])[C:5]2=[N:6][CH:7]=1.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>C(O)C.O>[I:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([NH2:11])[N:8]([CH:17]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]4[CH:32]=[CH:31][C:30]([C:33]([F:35])([F:36])[F:34])=[CH:29][CH:28]=4)=[C:21]([O:37][CH3:38])[CH:20]=3)[CH3:18])[C:5]2=[N:6][CH:7]=1

Participants

5

Reactant 2

HCID 62657Potassium Phosphate, TribasicHCID 131733022HCID 131733022, compound

Product 1

HCID 118113993HCID 118113993, compoundYield 88.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
160 °C

Procedure

To a stirred solution of ethyl (6-iodo-3-(1-(3-methoxy-4-((4-(trifluoromethyl)benzyl)oxy)phenyl)ethyl)-3H-imidazo[4,5-b]pyridin-2-yl)carbamate (1.30 g, 2.03 mmol) in ethanol (8 mL)/water (6 mL) was added potassium phosphate tribasic (1.76 g, 8.12 mmol). The mixture was heated to 160° C. in a microwave reactor. After 1 h, the reaction mixture was diluted with water (100 mL), resulting in a precipitate. The solids were isolated by filtration, washed with water (25 mL), and dried to provide 1.02 g (88%) of 6-iodo-3-(1-(3-methoxy-4-((4-(trifluoromethyl)benzyl)oxy)phenyl)ethyl)-3H-imidazo[4,5-b]pyridin-2-amine as a white solid.

Workup

  1. customresulting in a precipitate
  2. customThe solids were isolated by filtration
  3. washwashed with water (25 mL)
  4. customdried

Sources & evidence

ORD record
ord-72ca2f6dc4cf4038ad8eda37beb61bc9
Source dataset
uspto-grants-2015_06
Patent number
US09067914B1

Reaction notes

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