Cesium carbonate → HCID 66636714, compound

HRID 1094142Notes

Reaction equation

HRID 1094142 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[NH:11][CH:10]=[C:9]2[CH2:13][C:14]([O:16][CH3:17])=[O:15])([O-:3])=[O:2].C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:25][C:26]([O:28][CH3:29])=[O:27]>CN(C=O)C>[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[N:11]([CH2:25][C:26]([O:28][CH3:29])=[O:27])[CH:10]=[C:9]2[CH2:13][C:14]([O:16][CH3:17])=[O:15])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 60984Methyl bromoacetateHCID 57426218HCID 57426218, compound

Product 1

HCID 66636714HCID 66636714, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of methyl (7-nitro-1H-indol-3-yl)acetate from Step B (545 mg, 2.71 mmol) was added cesium carbonate (927 mg, 2.85 mmol) and methyl bromoacetate (0.26 mL, 2.84 mmol) in DMF (10 mL). The reaction mixture was stirred at ambient temperature for 18 h, then quenched with H2O (50 mL). The solid precipitate was collected by filtration to give the title compound. MS: m/z=308 (M+1).

Workup

  1. customquenched with H2O (50 mL)
  2. filtrationThe solid precipitate was collected by filtration

Sources & evidence

ORD record
ord-1f45fd4af0ba4f569e9eff138c05db90
Source dataset
uspto-grants-2012_03
Patent number
US08133891B2

Reaction notes

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