2-Bromoethanol → HCID 135494270, compound

HRID 720461Notes

Reaction equation

HRID 720461 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)[C:5]([C:17]#[N:18])=[C:4]([SH:19])[N:3]=1.C(=O)(O)[O-].[Na+].Br[CH2:26][CH2:27][OH:28]>CN(C)C=O>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=2)[C:5]([C:17]#[N:18])=[C:4]([S:19][CH2:26][CH2:27][OH:28])[N:3]=1

Participants

5

Reactant 3

HCID 108982-BromoethanolHCID 516892Sodium BicarbonateHCID 178510481HCID 178510481, compound

Product 1

HCID 135494270HCID 135494270, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

26.8 mg (0.1 mmol) of 2-amino-4-(4-hydroxyphenyl)-6-sulfanyl-3,5-pyridinedicarbonitrile are dissolved in 0.2 ml of dimethylformamide. 20 mg (0.238 mmol) of solid sodium bicarbonate are added, followed by a solution of 18.74 mg (0.15 mmol) of 2-bromoethanol in 0.06 ml of dimethylformamide. The reaction mixture is shaken overnight and, after filtration, purified by preparative HPLC.

Workup

  1. filtrationafter filtration
  2. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-63f90eb49e054bd4b14f3ac993913994
Source dataset
uspto-grants-2006_11
Patent number
US07135486B1

Reaction notes

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