Potassium Phosphate, Tribasic → HCID 59219012, compound

HRID 2247413Notes

Reaction equation

HRID 2247413 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12](B(O)O)[CH:13]=[CH:14][C:15]=1[O:16][CH3:17])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:21]([O:24][C:25]1[CH:34]=[CH:33][C:32](Cl)=[CH:31][C:26]=1[C:27]([O:29][CH3:30])=[O:28])([CH3:23])[CH3:22].P([O-])([O-])([O-])=O.[K+].[K+].[K+]>O1CCOCC1.[Ni].ClC1C=C[C-](P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=1Cl.C1(P([C-]2C=CC=C2)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Fe+2]>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([C:32]2[CH:31]=[C:26]([C:25]([O:24][CH:21]([CH3:23])[CH3:22])=[CH:34][CH:33]=2)[C:27]([O:29][CH3:30])=[O:28])[CH:13]=[CH:14][C:15]=1[O:16][CH3:17])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 22930520HCID 22930520, compoundHCID 59219237HCID 59219237, compound

Product 1

HCID 59219012HCID 59219012, compoundYield 55.2%

Reagents, catalysts & solvents 2

HCID 178478235HCID 178478235, compoundCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
95 °C

Procedure

230 mg of 3-{[(t-Butoxycarbonyl)amino]methyl}-4-methoxyphenylboronic acid, 197 mg of methyl 2-isopropoxy-5-chlorobenzoate, 30 mg of dichlorobistriphenylphosphinoferrocene nickel and 570 mg of potassium phosphate were dissolved in dioxane, and the mixture was stirred overnight at 95° C. in a nitrogen atmosphere. The reaction mixture was filtered through Celite, and the filtrate was evaporated. The residue was purified by a silica gel column, to give 194 mg of the title compound in the 5:1 hexane-ethyl acetate fraction.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. customthe filtrate was evaporated
  3. customThe residue was purified by a silica gel column

Sources & evidence

ORD record
ord-2d029c15f77f4a3cab97b687a639959e
Source dataset
uspto-grants-2010_03
Patent number
US07687664B2

Reaction notes

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