3-Methoxyaniline → HCID 58556984, compound

HRID 469485Notes

Reaction equation

HRID 469485 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].[S:10]1[CH:14]=[C:13](B(O)O)[C:12]2[CH:18]=[CH:19][CH:20]=[CH:21][C:11]1=2.O.O=[CH:24][C:25]([OH:27])=[O:26]>C(#N)C>[S:10]1[CH:14]=[C:13]([CH:24]([NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:3]([O:2][CH3:1])[CH:4]=2)[C:25]([OH:27])=[O:26])[C:12]2[CH:18]=[CH:19][CH:20]=[CH:21][C:11]1=2

Participants

5

Reactant 3

HCID 108243-MethoxyanilineHCID 2776344(1-Benzothiophen-3-yl)boronic acidHCID 15620607Glyoxylic acid, monohydrate

Product 1

HCID 58556984HCID 58556984, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 3-methoxyaniline (400 mg, 3.25 mmol), benzo[b]thiophen-3-ylboronic acid (578 mg, 3.25 mmol), and 2-oxoacetic acid hydrate (299 mg, 3.25 mmol) in acetonitrile (30 ml) was stirred at room temperature overnight. The solvent was removed under vacuum and the crude was used us such in the next step.

Workup

  1. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-68eacc4c61b74a78b44abaa6024ca954
Source dataset
uspto-grants-2014_01
Patent number
US08629160B2

Reaction notes

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