Triethylamine → HCID 86589874, compound

HRID 2417488Notes

Reaction equation

HRID 2417488 reaction equation
[N+:1]([C:4]1[CH:26]=[C:25](Br)[CH:24]=[CH:23][C:5]=1[CH2:6][N:7]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:8](=[O:16])[C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1)([O-:3])=[O:2].[PH:28](=[O:37])([O-:36])[O:29][CH:30]=[C:31](CC)CC.[C:38]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C[CH:39]=1.[CH2:57](N(CC)CC)[CH3:58]>CN(C=O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C(OCC)(=O)C>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([C:8]([N:7]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:6][C:5]2[CH:23]=[CH:24][C:25]([CH:38]=[CH:39][P:28]([O:29][CH2:30][CH3:31])([O:36][CH2:57][CH3:58])=[O:37])=[CH:26][C:4]=2[N+:1]([O-:3])=[O:2])=[O:16])=[CH:10][CH:11]=1

Participants

8

Reactant 4

HCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 86589873HCID 86589873, compoundHCID 178454805HCID 178454805, compound

Product 1

HCID 86589874HCID 86589874, compound

Reagents, catalysts & solvents 3

HCID 167845palladium(II) acetateCatalystHCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

580 mg (1.27 mmol) of ethyl [(2-nitro-4-bromobenzyl)-(4-chlorobenzoyl)amino]acetate, 28 mg (0.13 mmol) of palladium acetate, 0.23 ml (1.6 mmol) of diethylvinyl phosphonate, 233 mg (0.89 mmol) of triphenylphosphine and 0.35 ml (2.5 mmol) of triethylamine were dissolved in 10 ml of DMF. They were stirred at 100° C. for 4 hours. After the treatment with ethyl acetate as the extracting solvent by an ordinary method, the crude product was obtained. The crude product was purified by the silica gel column chromatography to obtain the title compound.

Workup

  1. customThe crude product was purified by the silica gel column chromatography

Sources & evidence

ORD record
ord-6f3e82f339d54548a5066c80be1b2928
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

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