Water → HCID 86192570, compound

HRID 1859207Notes

Reaction equation

HRID 1859207 reaction equation
Br[C:2]1[CH:15]=[CH:14][C:5]([CH2:6][NH:7][C:8](=[O:13])[C:9]([F:12])([F:11])[F:10])=[CH:4][C:3]=1[CH2:16][N:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18]1.C([O-])(=O)C.[K+].O>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>[F:10][C:9]([F:12])([F:11])[C:8]([NH:7][CH2:6][C:5]1[CH:4]=[C:3]2[C:2](=[CH:15][CH:14]=1)[C:18]1=[CH:19][C:20]3[C:25]([N:17]1[CH2:16]2)=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:13]

Participants

6

Reactant 3

HCID 962WaterHCID 517044Potassium AcetateHCID 22123303HCID 22123303, compound

Product 1

HCID 86192570HCID 86192570, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 31374DimethylacetamideSolvent

Conditions

Temperature
130 °C

Procedure

The product from step b) (716 mg, 1.74 mmol) and potassium acetate (177 mg, 1.80 mmol) were dissolved in N,N-dimethylacetamide (17 mL). The solution was deoxygenated in vacuo and put under nitrogen atmosphere prior to addition of tetrakis(triphenylphosphine)palladium(0) (200 mg, 0.17 mmol). The resulting suspension was heated on an oil bath at 130° C. for 3 h. Addition of water (100 mL) gave a white precipitate which was filtered, washed with water and dried to give the sub-title compound

Workup

  1. customThe solution was deoxygenated in vacuo
  2. customgave a white precipitate which
  3. filtrationwas filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-d349c8cd05a3488fa8336f7573e302fc
Source dataset
uspto-grants-2000_11
Patent number
US06153641

Reaction notes

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