(+/-)-Ethyl methyl 2,2'-(4-nitro-2,3-dihydro-1H-indole-1,3-diyl)diacetate → HCID 59257815, compound

HRID 551080Notes

Reaction equation

HRID 551080 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]([CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH2:7][N:8]2[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]([CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH2:7][N:8]2[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15]

Participants

4

Reactant 1

HCID 59257866(+/-)-Ethyl methyl 2,2'-(4-nitro-2,3-dihydro-1H-indole-1,3-diyl)diacetate

Product 1

HCID 59257815HCID 59257815, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of (±)-ethyl methyl 2,2′-(4-nitro-2,3-dihydro-1H-indole-1,3-diyl)diacetate from Step C (550 mg, 1.71 mmol) and 10% Pd/C (40 mg) in EtOH (10 mL) was stirred under an atmosphere of hydrogen (ca. 1 atm). After 3 h, the reaction was filtered through a Celite pad and concentrated in vacuo to give the title compound. MS: m/z.=293 (M+1).

Workup

  1. filtrationthe reaction was filtered through a Celite pad
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-05b5c5e092fd4f00b09d7b17a0724a82
Source dataset
uspto-grants-2011_05
Patent number
US07947677B2

Reaction notes

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