Potassium Phosphate, Tribasic → HCID 66803663, compound

HRID 1843879Notes

Reaction equation

HRID 1843879 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][NH:7][C:8]2=[O:13].I[C:17]1[CH:18]=[N:19][CH:20]=[CH:21][C:22]=1[CH3:23].P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[Cu](I)I.O1CCOCC1>[CH3:23][C:22]1[CH:21]=[CH:20][N:19]=[CH:18][C:17]=1[N:7]1[CH2:6][CH2:5][C:4]2[C:9](=[CH:10][CH:11]=[CH:12][C:3]=2[C:2]([F:1])([F:14])[F:15])[C:8]1=[O:13]

Participants

6

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 144235133-Iodo-4-methylpyridineHCID 66807412HCID 66807412, compound

Product 1

HCID 66803663HCID 66803663, compoundYield 24.2%

Reagents, catalysts & solvents 2

HCID 83717Copper iodideCatalystHCID 312751,4-DioxaneSolvent

Procedure

Using analogous reaction conditions as described in Example 1, 5-trifluoromethyl-3,4-dihydro-2H-isoquinolin-1-one (I-22d: 0.090 g, 0.4186 mmol) was reacted with 3-iodo-4-methyl-pyridine (0.091 g, 0.4186 mmol), 1,4-dioxane (10 mL), copper iodide (0.007 g, 0.04186 mmol), trans-N,N′-dimethyl-cyclohexyl-1,2-diamine (0.017 g, 0.1255 mmol) and potassium phosphate (0.221 g, 1.0465 mmol) to afford the crude product. Purification by column chromatography on silica gel (60% ethylacetate in hexane) afforded 0.031 g of the product (24% yield).

Workup

  1. customreaction conditions
  2. customto afford the crude product
  3. customPurification by column chromatography on silica gel (60% ethylacetate in hexane)

Sources & evidence

ORD record
ord-6ee43bc166c94607af48a75dfcf56974
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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