Benzene, 2-isocyanato-1-methoxy-4-(trifluoromethyl)- → HCID 11626882, compound

HRID 1864725Notes

Reaction equation

HRID 1864725 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[N:8]([CH2:12][C:13]3[CH:14]=[C:15]([NH2:19])[CH:16]=[CH:17][CH:18]=3)[CH:9]=[CH:10][N:11]=2)=[CH:3][CH:2]=1.[N:20]([C:23]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:24]=1[O:33][CH3:34])=[C:21]=[O:22]>C(Cl)Cl.CN(C=O)C>[CH3:34][O:33][C:24]1[CH:25]=[CH:26][C:27]([C:29]([F:32])([F:31])[F:30])=[CH:28][C:23]=1[NH:20][C:21]([NH:19][C:15]1[CH:16]=[CH:17][CH:18]=[C:13]([CH2:12][N:8]2[CH:9]=[CH:10][N:11]=[C:7]2[C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)[CH:14]=1)=[O:22]

Participants

5

Reactant 2

HCID 11983909Benzene, 2-isocyanato-1-methoxy-4-(trifluoromethyl)-HCID 57974724HCID 57974724, compound

Product 1

HCID 11626882HCID 11626882, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-(2-Pyridin-4-yl-imidazol-1-ylmethyl)-phenylamine (50 mg, 0.2 mmol) in DCM (4.0 mL) and DMF (1.0 mL) is added 2-isocyanato-1-methoxy-4-trifluoromethyl-benzene (43 mg, 0.2 mmol) and allowed to react overnight. The resulting crude was concentrated under reduced pressure and the residue is purified by column chromatography (DCM:MeOH) to afford 1-(2-methoxy-5-trifluoromethyl-phenyl)-3-[3-(2-pyridin-4-yl-imidazol-1-ylmethyl)-phenyl]-urea as a white solid.

Workup

  1. customto react overnight
  2. concentrationThe resulting crude was concentrated under reduced pressure
  3. customthe residue is purified by column chromatography (DCM:MeOH)

Sources & evidence

ORD record
ord-6e473047037e4a64a3abdbc02a9f51e0
Source dataset
uspto-grants-2009_12
Patent number
US07625931B2

Reaction notes

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