1-(2-Aminophenyl)ethan-1-one hydrochloride → HCID 86633883, compound

HRID 1040836Notes

Reaction equation

HRID 1040836 reaction equation
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9](=[O:11])[CH3:10].C([O-])(O)=O.[Na+].[Cl:17][C:18]1[N:23]=[C:22](Cl)[C:21]([Cl:25])=[CH:20][N:19]=1>C1COCC1.CCO>[Cl:17][C:18]1[N:23]=[C:22]([NH:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[C:9](=[O:11])[CH3:10])[C:21]([Cl:25])=[CH:20][N:19]=1

Participants

6

Reactant 3

HCID 1683621-(2-Aminophenyl)ethan-1-one hydrochlorideHCID 2372592,4,5-TrichloropyrimidineHCID 516892Sodium Bicarbonate

Product 1

HCID 86633883HCID 86633883, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

1-(2-Amino-phenyl)-ethanone hydrochloride (1.72 g, 1.0 mmol) and NaHCO3 (3.4 g, 4 mmol) were slurried in a mixture of THF (4 mL) and EtOH (16 mL) prior to adding 2,4,5-trichloropyrimidine (1.84 g, 1.0 mmol). The reaction was stirred for 4 days, filtered and washed with water (10×10 mL) to afford -[2-(2,5-dichloro-pyrimidin-4-ylamino)-phenyl]-ethanone as a white solid that was used without further purification in the subsequent step.

Workup

  1. filtrationfiltered
  2. washwashed with water (10×10 mL)

Sources & evidence

ORD record
ord-ba5967f7a2d8494389ae27d69dc9319c
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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