Cesium carbonate → HCID 69265795, compound

HRID 1391630Notes

Reaction equation

HRID 1391630 reaction equation
[CH3:1][C:2]1[C:10]2[N:9]=[C:8]([NH:11][C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=3)[N:7]([N+:22]([O-:24])=[O:23])[C:6]=2[CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[O:31](C(OC(C)(C)C)=O)[C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=O>CN(C=O)C>[CH3:36][C:35]([O:34][C:32](=[O:31])[N:11]([C:8]1[N:7]([N+:22]([O-:24])=[O:23])[C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[C:10]=2[N:9]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:19])([F:20])[F:21])[CH:13]=1)([CH3:38])[CH3:37]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 90495Di-tert-butyl dicarbonateHCID 69264687HCID 69264687, compound

Product 1

HCID 69265795HCID 69265795, compoundYield 47.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

(Methyl-nitro-1H-benzoimidazol-2-yl)-(3-trifluoromethyl-phenyl)-amine (2.34 g) and cesium carbonate (5.61 g, 17.2 mmol) was stirred in DMF for 15 min., then (BOC)2O (2.81 g, 12.9 mmol) was added. The resulting mixture was stirred at room temperature for 4 days, the reaction mixture was then concentrated and the residual was taken into EtOAc and washed by water, then brine, drying and concentration, silica flash, which gave 1.45 g of the title compound as a yellow foam: LC/MS(m/e) 437 [M+H]+, Rt at 2.34 min.

Workup

  1. concentrationthe reaction mixture was then concentrated
  2. washwashed by water
  3. dry with materialbrine, drying
  4. concentrationconcentration, silica flash, which

Sources & evidence

ORD record
ord-fbf2d151784e4a528cfd0cec99470040
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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