Potassium Phosphate, Tribasic → HCID 66576734, compound

HRID 523592Notes

Reaction equation

HRID 523592 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:12][CH2:11][NH:10][C:9]2=[O:13])[CH:5]=[CH:4][N:3]=1.Br[C:15]1[CH:16]=[N:17][CH:18]=[CH:19][C:20]=1[CH:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1.CN[C@@H]1CCCC[C@H]1NC.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[Cu](I)I.O1CCOCC1>[Cl:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:12][CH2:11][N:10]([C:15]3[CH:16]=[N:17][CH:18]=[CH:19][C:20]=3[CH:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)[C:9]2=[O:13])[CH:5]=[CH:4][N:3]=1

Participants

7

Reactant 4

HCID 62657Potassium Phosphate, TribasicHCID 2733821trans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 20636580HCID 20636580, compoundHCID 70981944HCID 70981944, compound

Product 1

HCID 66576734HCID 66576734, compoundYield 2%

Reagents, catalysts & solvents 2

HCID 83717Copper iodideCatalystHCID 312751,4-DioxaneSolvent

Procedure

Using analogous reagents and reaction conditions as described in Example 1 above, 1-(2-chloro-pyridin-4-yl)imidazolidin-2-one (I-33b: 75 mg, 0.38 mmol) was reacted with and 3-bromo-4-cyclopentyl-pyridine (I-34c: 95 mg, 0.418 mmol) copper iodide (7.22 mg, 0.38 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (16.21 mg, 0.114 mmol), potassium phosphate (241.9 mg, 1.15 mmol) and 1,4-dioxane (5 mL) to yield the crude product. Purified by preparative HPLC afforded 2.50 mg of the product (2% yield).

Workup

  1. customreagents and reaction conditions
  2. customto yield the crude product
  3. customPurified by preparative HPLC

Sources & evidence

ORD record
ord-7cd07a3f6cec4981911a96db179e535d
Source dataset
uspto-grants-2016_05
Patent number
US09339501B2

Reaction notes

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