Cesium carbonate → HCID 66636714, compound

HRID 551070Notes

Reaction equation

HRID 551070 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 274 (M+1).

Workup

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

Sources & evidence

ORD record
ord-68819e73fc59451bb4c020678536f6e3
Source dataset
uspto-grants-2011_05
Patent number
US07947677B2

Reaction notes

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