HCID 86724193, compound → HCID 86724195, compound

HRID 873171Notes

Reaction equation

HRID 873171 reaction equation
Cl[C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:16]=[CH:15][C:14]([CH:17]=[O:18])=[CH:13][C:10]=2[C:11]#[N:12])[CH:5]=[CH:4][N:3]=1.[C:19]([Zn]C#N)#[N:20]>CN(C)C(=O)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:11]([C:10]1[CH:13]=[C:14]([CH:17]=[O:18])[CH:15]=[CH:16][C:9]=1[O:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([C:19]#[N:20])[CH:7]=1)#[N:12]

Participants

5

Reactant 2

HCID 86724193HCID 86724193, compoundHCID 178514179HCID 178514179, compound

Product 1

HCID 86724195HCID 86724195, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 31374DimethylacetamideSolvent

Procedure

To a solution of 2-((2-chloropyridin-4-yl)oxy)-5-formylbenzonitrile (400 mg, 1.55 mmol) and dicyanozinc (182 mg, 1.55 mmol) in N,N-dimethylacetamide (DMA) (4 mL) was added tetrakis(triphenylphosphine)palladium(0) (179 mg, 0.155 mmol). The reaction mixture was sealed in a microwave vial and irradiated with a microwave using initial normal to 100° C. for 1 h and filtered.

Workup

  1. customThe reaction mixture was sealed in a microwave vial
  2. customirradiated with a microwave
  3. customnormal to 100° C.
  4. customfor 1 h
  5. filtrationfiltered

Sources & evidence

ORD record
ord-cdc901eb3fe847b5b18975a7dfcea8c2
Source dataset
uspto-grants-2015_03
Patent number
US08975400B2

Reaction notes

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