Acetic Acid → HCID 178450750, compound

HRID 2076699Notes

Reaction equation

HRID 2076699 reaction equation
C(O)(=O)C.C1([SiH3])C=CC=CC=1.C([N:15]1[N:19]=[N:18][C:17]([C:20]2[CH:25]=[CH:24][C:23]([C:26]3[CH:31]=[CH:30][C:29]([O:32][CH2:33][C:34]4[C:39]([C:40]([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41])=[C:38]([OH:47])[C:37]([C:48]([F:51])([F:50])[F:49])=[CH:36][CH:35]=4)=[CH:28][CH:27]=3)=[CH:22][CH:21]=2)=[N:16]1)C=C>C(Cl)Cl.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[OH:47][C:38]1[C:37]([C:48]([F:51])([F:50])[F:49])=[CH:36][CH:35]=[C:34]([CH2:33][O:32][C:29]2[CH:30]=[CH:31][C:26]([C:23]3[CH:22]=[CH:21][C:20]([C:17]4[NH:18][N:19]=[N:15][N:16]=4)=[CH:25][CH:24]=3)=[CH:27][CH:28]=2)[C:39]=1[C:40]([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 12752PhenylsilaneHCID 67119245HCID 67119245, compound

Product 1

HCID 178450750HCID 178450750, compoundYield 71%

Reagents, catalysts & solvents 2

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalystHCID 6344DichloromethaneSolvent

Procedure

Tetrakis(triphenylphosphine)palladium (0) (74 mg, 64.4 μmol), acetic acid (0.4 ml, 6.44 mmol) and phenylsilane (0.397 ml, 3.22 mmol) were added to a solution of the mixture (712 mg, 1.29 mmol) obtained in Example (95-3) in methylene chloride (6 ml) under a nitrogen atmosphere, and the mixture was stirred at room temperature for 3 hours. The formed solid was filtered and washed with methylene chloride to give the title compound (469 mg, yield: 71%).

Workup

  1. filtrationThe formed solid was filtered
  2. washwashed with methylene chloride

Sources & evidence

ORD record
ord-aec552cf8969412889b1e8b1e2fd4f61
Source dataset
uspto-grants-2011_04
Patent number
US07923573B2

Reaction notes

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