2-Ethylaniline → HCID 58557006, compound

HRID 469482Notes

Reaction equation

HRID 469482 reaction equation
[S:1]1[CH:5]=[C:4](B(O)O)[C:3]2[CH:9]=[CH:10][CH:11]=[CH:12][C:2]1=2.O.O=[CH:15][C:16]([OH:18])=[O:17].[CH2:19]([C:21]1[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=1[NH2:23])[CH3:20]>C(#N)C>[S:1]1[CH:5]=[C:4]([CH:15]([NH:23][C:22]2[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=2[CH2:19][CH3:20])[C:16]([OH:18])=[O:17])[C:3]2[CH:9]=[CH:10][CH:11]=[CH:12][C:2]1=2

Participants

5

Reactant 3

HCID 113572-EthylanilineHCID 2776344(1-Benzothiophen-3-yl)boronic acidHCID 15620607Glyoxylic acid, monohydrate

Product 1

HCID 58557006HCID 58557006, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Benzo[b]thiophen-3-ylboronic acid (500 mg, 2.81 mmol) and 2-oxoacetic acid hydrate (259 mg, 2.81 mmol) were dissolved in acetonitrile (20 ml), and then 2-ethylaniline (346 μl, 2.81 mmol) was added. The mixture was stirred at r.t. for 72 hours. The solvent was evaporated and the crude was used in the next step without any further purification.

Workup

  1. customThe solvent was evaporated
  2. customthe crude was used in the next step without any further purification

Sources & evidence

ORD record
ord-a1c5bd7b6a1440b38541952c44a383da
Source dataset
uspto-grants-2014_01
Patent number
US08629160B2

Reaction notes

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