1-[2-(3,5-Dichloropyridin-2-yl)-2-oxoethyl]-1,3,5,7-tetraazatricyclo[3,3,1,13,7]decan-1-ium bromide → 2-Amino-1-(3,5-dichloropyridin-2-yl)ethanone hydrochloride

HRID 56009Notes

Reaction equation

HRID 56009 reaction equation
[Br-].[Cl:2][C:3]1[C:4]([C:10](=[O:22])[CH2:11][N+:12]23CN4CN(CN(C4)C2)C3)=[N:5][CH:6]=[C:7]([Cl:9])[CH:8]=1>C(O)C.Cl>[ClH:2].[NH2:12][CH2:11][C:10]([C:4]1[C:3]([Cl:2])=[CH:8][C:7]([Cl:9])=[CH:6][N:5]=1)=[O:22]

Participants

4

Reactant 1

HCID 1180716121-[2-(3,5-Dichloropyridin-2-yl)-2-oxoethyl]-1,3,5,7-tetraazatricyclo[3,3,1,13,7]decan-1-ium bromide

Product 1

HCID 1180715682-Amino-1-(3,5-dichloropyridin-2-yl)ethanone hydrochlorideYield 179.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

To a suspension of 7.0 g of 1-[2-(3,5-dichloropyridin-2-yl)-2-oxoethyl]-1,3,5,7-tetraazatricyclo[3,3,1,13,7]decan-1-ium bromide in 70 ml of ethanol, 7 ml of concentrated hydrochloric acid was added, and the mixture was stirred at room temperature for 14 hours. After completion of the reaction, the solid was collected by filtration and washed with 15 ml of ethanol to obtain 3.7 g of the desired product as white crystals.

Workup

  1. additionwas added
  2. customAfter completion of the reaction
  3. filtrationthe solid was collected by filtration
  4. washwashed with 15 ml of ethanol

Sources & evidence

ORD record
ord-ea61338cc6284c92bbc4b56771f08903
Source dataset
uspto-grants-2016_09
Patent number
US09434684B2

Reaction notes

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