1,1'-Carbonyldiimidazole → HCID 66858079, compound

HRID 1023035Notes

Reaction equation

HRID 1023035 reaction equation
[NH2:1][C:2]1[CH:28]=[C:27]([O:29][CH3:30])[CH:26]=[CH:25][C:3]=1[NH:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([C:21]([F:24])([F:23])[F:22])[CH:14]=2)[CH2:9][CH2:8]1.[C:31](N1C=CN=C1)(N1C=CN=C1)=[O:32]>O1CCCC1>[CH3:30][O:29][C:27]1[CH:26]=[CH:25][C:3]2[N:4]([CH2:5][CH2:6][N:7]3[CH2:12][CH2:11][N:10]([C:13]4[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([C:21]([F:22])([F:24])[F:23])[CH:14]=4)[CH2:9][CH2:8]3)[C:31](=[O:32])[NH:1][C:2]=2[CH:28]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 66858189HCID 66858189, compound

Product 1

HCID 66858079HCID 66858079, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Amino-4-methoxy-N-{2-[4-(4-methoxy-3-trifluoromethyl-phenyl)piperazin-1-yl]-ethyl}-aniline (2.5 g, 6 mmol) is dissolved in 30 ml tetrahydrofurane; 1.5 g (9 mmol) carbonyldiimidazole is added portionwise to the resulting solution. The mixture is left at room temperature under stirring for 24 h. After evaporation to dryness, the residue is purified by silicagel chromatography (methylene chloride/methanol/32% aqueous ammonia 95:5:0.5). The crude title compound is triturated with ethylether.

Workup

  1. waitThe mixture is left at room temperature
  2. customAfter evaporation to dryness
  3. customthe residue is purified by silicagel chromatography (methylene chloride/methanol/32% aqueous ammonia 95:5:0.5)
  4. customThe crude title compound is triturated with ethylether

Sources & evidence

ORD record
ord-7824c946b5944a3e9fff571425778631
Source dataset
uspto-grants-2014_05
Patent number
US08722682B2

Reaction notes

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