Ethyl Acetate → HCID 131736911, compound

HRID 56194Notes

Reaction equation

HRID 56194 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[CH2:10][CH2:11][NH:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][C:14]=1[F:22].CCOC(C)=O>[Pd].CO>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[CH2:10][CH2:11][NH:12][C:13]1[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][C:14]=1[F:22]

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 90031330HCID 90031330, compound

Product 1

HCID 131736911HCID 131736911, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of N-(2-(1H-indol-2-yl)ethyl)-2-fluoro-4-nitroaniline (2.32 g, 7.75 mmol) and Pd/C (0.60 g) in mixed solvents of EtOAc (25 mL) and MeOH (25 mL) was stirred at rt under H2 overnight. The mixture was then filtered, and the filtrate was concentrated in vacuo to give the crude product, which was used for next step without further purification.

Workup

  1. filtrationThe mixture was then filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-4d90b27a0663457da580a165c779b457
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Reaction notes

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