Potassium Phosphate, Tribasic → HCID 56941126, compound

HRID 1844010Notes

Reaction equation

HRID 1844010 reaction equation
[S:1]1[C:13]2[C:12]3[C:11](=[O:14])[NH:10][CH2:9][CH2:8][C:7]=3[CH:6]=[CH:5][C:4]=2[N:3]=[CH:2]1.I[C:16]1[CH:17]=[N:18][CH:19]=[CH:20][C:21]=1[CH3:22].P([O-])([O-])([O-])=O.[K+].[K+].[K+]>O1CCOCC1.[Cu](I)I>[CH3:22][C:21]1[CH:20]=[CH:19][N:18]=[CH:17][C:16]=1[N:10]1[CH2:9][CH2:8][C:7]2[CH:6]=[CH:5][C:4]3[N:3]=[CH:2][S:1][C:13]=3[C:12]=2[C:11]1=[O:14]

Participants

6

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 144235133-Iodo-4-methylpyridineHCID 66807183HCID 66807183, compound

Product 1

HCID 56941126HCID 56941126, compoundYield 20.3%

Reagents, catalysts & solvents 2

HCID 83717Copper iodideCatalystHCID 312751,4-DioxaneSolvent

Procedure

7,8-Dihydrothiazolo[4,5-h]isoquinolin-9(6H)-one (I-66c: 0.13 g, 0.0006 mol) was reacted with 3-iodo-4-methylpyridine (0.15 g, 0.0007 mol), copper iodide (0.036 g, 0.00019 mol), trans-N,N′-dimethyl-cyclohexyl-1,2-diamine (0.027 g, 0.00019 mol) and potassium phosphate (0.45 g, 0.0015 mol) in 1,4-dioxane (10 mL) to afford the crude product. Purification by column chromatography on silica gel (2% methanol in DCM) afforded 36 mg of the product (20.2% yield).

Workup

  1. customto afford the crude product
  2. customPurification by column chromatography on silica gel (2% methanol in DCM)

Sources & evidence

ORD record
ord-d705f83246c247e382b81bd9385df231
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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