HCID 1080325, compound → HCID 18997341, compound

HRID 1843920Notes

Reaction equation

HRID 1843920 reaction equation
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH:12]=[CH:13][N+:14]([O-])=O)=[CH:4]1)[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][CH2:13][NH2:14])=[CH:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 1080325HCID 1080325, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 18997341HCID 18997341, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Using analogous reaction conditions and workup as described in Example 1, 1-ethyl-3-(2-nitro-vinyl)-1H-indole (4.8 g, 22.018 mmol) in dry THF (25 mL) was reacted with LAH (4.17 g, 110.091 mmol) in dry THF (25 mL). The resulting mixture was refluxed for 16 hours under nitrogen atmosphere to afford 4.1 g of the product (98% yield).

Workup

  1. customreaction conditions and workup
  2. temperatureThe resulting mixture was refluxed for 16 hours under nitrogen atmosphere

Sources & evidence

ORD record
ord-6d21a0a2b45a47dcb528d371536ce200
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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