N,N'-Dimethylethylenediamine → HCID 54519504, compound

HRID 642425Notes

Reaction equation

HRID 642425 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([C:14]=1[CH3:15])=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:5])[CH3:2].I[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CNCCNC.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[Cu]I>[CH2:1]([O:3][C:4]([C:6]1[N:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:8]2[C:13]([C:14]=1[CH3:15])=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:5])[CH3:2]

Participants

6

Reactant 4

HCID 8070N,N'-DimethylethylenediamineHCID 11575IodobenzeneHCID 62657Potassium Phosphate, TribasicHCID 593963Ethyl 3-methyl-1H-indole-2-carboxylate

Product 1

HCID 54519504HCID 54519504, compound

Reagents, catalysts & solvents 1

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)Catalyst

Procedure

Prepared in analogy to that of Example 1(a) from 3-methyl-1H-indole-2-carboxylic acid ethyl ester, iodobenzene, CuI, N,N′-dimethylethylenediamine, and potassium phosphate. 1H NMR (200 MHz, CDCl3): δ (ppm)=7.7-7.0 (m, 9H), 4.15 (q, 2H, J=7.1 Hz), 2.67 (s, 3H), 1.10 (t, 3H, J=7.1 Hz).

Sources & evidence

ORD record
ord-a9cea89df42e49af95b547fe026416cb
Source dataset
uspto-grants-2010_04
Patent number
US07696223B2

Reaction notes

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