Diisopropylethylamine → HCID 22254178, compound

HRID 1611709Notes

Reaction equation

HRID 1611709 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[C:13](F)[CH:12]=[CH:11][C:10]=1[N+:16]([O-:18])=[O:17].CNCC[C:23]1([NH2:32])[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][NH:24]1.[CH:33]([N:36](CC)[CH:37](C)C)(C)[CH3:34]>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:10]([N+:16]([O-:18])=[O:17])=[CH:11][CH:12]=[C:13]([N:36]([CH3:37])[CH2:33][CH2:34][NH:32][C:23]2[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][N:24]=2)[CH:14]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 22254166HCID 22254166, compoundHCID 86593495HCID 86593495, compound

Product 1

HCID 22254178HCID 22254178, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
85 °C

Procedure

To 22 mgs of 2-(2,4-dichlorophenyl)-4-fluoro-1-nitrobenzene in N,N-dimethylformamide was added 1–5 mgs of [2-(methylaminoethyl](5-nitro(2-pyridyl))-amine and 30 μl of N,N-diisopropylethylamine, and the mixture was heated to 85° C. over-night. After partitioning the mixture between ethyl acetate and water the organic layer was concentrated and dried (MgSO4) and recrystallized to yield 6 mgs of N-(2′,4′-dichloro-6-nitro-1,1′-biphenyl-3-yl)-N-methyl-N′-(5-nitropyridin-2-yl)ethane-1,2-diamine.

Workup

  1. customAfter partitioning the mixture between ethyl acetate and water the organic layer
  2. concentrationwas concentrated
  3. dry with materialdried (MgSO4)
  4. customrecrystallized

Sources & evidence

ORD record
ord-4f0f15d32b004536918919dc9135fb4b
Source dataset
uspto-grants-2006_01
Patent number
US06989382B2

Reaction notes

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