2-Bromoacetamide → HCID 21893367, compound

HRID 720460Notes

Reaction equation

HRID 720460 reaction equation
C[NH+]1CCOCC1.[NH2:8][C:9]1[C:14]([C:15]#[N:16])=[C:13]([C:17]2[CH:25]=[CH:24][C:20]([C:21]([O-:23])=[O:22])=[CH:19][CH:18]=2)[C:12]([C:26]#[N:27])=[C:11]([SH:28])[N:10]=1.Br[CH2:30][C:31]([NH2:33])=[O:32].C([O-])(O)=O.[Na+]>CN(C=O)C>[NH2:8][C:9]1[C:14]([C:15]#[N:16])=[C:13]([C:17]2[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[CH:19][CH:18]=2)[C:12]([C:26]#[N:27])=[C:11]([S:28][CH2:30][C:31]([NH2:33])=[O:32])[N:10]=1

Participants

5

Reactant 3

HCID 696322-BromoacetamideHCID 516892Sodium BicarbonateHCID 178486202HCID 178486202, compound

Product 1

HCID 21893367HCID 21893367, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

72 mg (0.18 mmol) of 2-[4-(2-amino-3,5-dicyano-6-sulfanyl-4-pyridinyl)benzoic acid N-methylmorpholinium salt together with 59.2 mg (0.27 mmol) of bromoacetamide and 60.9 mg (0.72 mmol) of NaHCO3 are stirred in 0.5 ml of DMF overnight. After filtration, the reaction solution is prepurified by preparative HPLC. The isolated fraction is reconcentrated under reduced pressure and the residue is purified by preparative thin-layer chromatography.

Workup

  1. filtrationAfter filtration
  2. customthe residue is purified by preparative thin-layer chromatography

Sources & evidence

ORD record
ord-d41c0dc0582d44839d580ee621ddb460
Source dataset
uspto-grants-2006_11
Patent number
US07135486B1

Reaction notes

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