Aniline → HCID 24968384, compound

HRID 254246Notes

Reaction equation

HRID 254246 reaction equation
[CH2:1]([C:3]1[N:7]2[N:8]=[C:9]3[C:17](=[N:18][C:6]2=[N:5][N:4]=1)[C:16]1[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:10]3=O)[CH3:2].[NH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C1(C)C=CC=CC=1>[CH2:1]([C:3]1[N:7]2[N:8]=[C:9]3[C:17](=[N:18][C:6]2=[N:5][N:4]=1)[C:16]1[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:10]3=[N:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH3:2]

Participants

4

Reactant 2

HCID 6115AnilineHCID 23629877HCID 23629877, compound

Product 1

HCID 24968384HCID 24968384, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
130 °C

Procedure

To a suspension of 1g/A (200 mg, 0.79 mmol) and molecular sieves in toluene (4 ml), aniline (72 μl, 0.79 mmol) was added. The mixture was stirred at 130° C. for 4 h, then the solvent was evaporated and he crude purified by flash chromatography (CH2Cl2/EtOAc/MeOH 80:18:2), affording 11 (231 mg, 90%) as orange solid in diastereoisomeric ratio 1:1.

Workup

  1. customthe solvent was evaporated
  2. customhe crude purified by flash chromatography (CH2Cl2/EtOAc/MeOH 80:18:2)

Sources & evidence

ORD record
ord-8405645381a1425884f0a53499fafdfa
Source dataset
uspto-grants-2011_01
Patent number
US07875613B2

Reaction notes

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