Potassium Phosphate, Tribasic → HCID 56942894, compound

HRID 1843910Notes

Reaction equation

HRID 1843910 reaction equation
[Cl:1][C:2]1[C:3]([F:13])=[CH:4][CH:5]=[C:6]2[C:11]=1[C:10](=[O:12])[NH:9][CH2:8][CH2:7]2.I[C:15]1[CH:16]=[N:17][CH:18]=[CH:19][C:20]=1[CH3:21].P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[Cu](I)I.O1CCOCC1>[Cl:1][C:2]1[C:3]([F:13])=[CH:4][CH:5]=[C:6]2[C:11]=1[C:10](=[O:12])[N:9]([C:15]1[CH:16]=[N:17][CH:18]=[CH:19][C:20]=1[CH3:21])[CH2:8][CH2:7]2

Participants

6

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 144235133-Iodo-4-methylpyridineHCID 66807377HCID 66807377, compound

Product 1

HCID 56942894HCID 56942894, compoundYield 27.44%

Reagents, catalysts & solvents 2

HCID 83717Copper iodideCatalystHCID 312751,4-DioxaneSolvent

Procedure

Using analogous reaction conditions as described in Example 1, 8-chloro-7-fluoro-3,4-dihydro-2H-isoquinolin-1-one (250 mg, 1.2562 mmol) was reacted with 3-iodo-4-methyl-pyridine (275.12 mg, 1.2562 mmol), 1,4-dioxane (10 mL), copper iodide (23.9 mg, 0.12562 mmol), trans-N,N′-dimethyl-cyclohexyl-1,2-diamine (60 mL, 0.3768 mmol) and potassium phosphate (665.7 mg, 3.1405 mmol) to afford the crude product. Purification by column chromatography on silica gel (40% ethylacetate in hexane) afforded 100 mg of the product (27.44% yield).

Workup

  1. customreaction conditions
  2. customto afford the crude product
  3. customPurification by column chromatography on silica gel (40% ethylacetate in hexane)

Sources & evidence

ORD record
ord-a608049e69f24139aa52b2454df555fe
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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