Pyridine → HCID 22136585, compound

HRID 1882880Notes

Reaction equation

HRID 1882880 reaction equation
ClC(OCC)=[O:3].[NH2:7][CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:18][CH3:19])[CH:14]=2)[C:9]1=[O:20].[N:21]1[CH:26]=CC=[CH:23][CH:22]=1>>[CH2:22]([NH:21][C:26]([NH:7][CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:18][CH3:19])[CH:14]=2)[C:9]1=[O:20])=[O:3])[CH3:23]

Participants

4

Reactant 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 13162185HCID 13162185, compound

Product 1

HCID 22136585HCID 22136585, compound

Procedure

Pour 4.77 g (0.044 mol) of ethyl chloroformate at 0° C. into 5 g (0.022 mol) of 2-amino-6-methoxy-3,4-dihydro-2H-naphthalen-1-one dissolved in pyridine. After two hours at ambient temperature, concentrate the pyridine, take up in dichloromethane and then wash the organic phase with 0.1N hydrochloric acid solution and then with saturated sodium hydrogen carbonate solution and water; dry over magnesium sulphate, filter, and evaporate off the solvent. 5.48 g of an orange solid are obtained.

Workup

  1. concentrationconcentrate the pyridine
  2. washwash the organic phase with 0.1N hydrochloric acid solution
  3. dry with materialdry over magnesium sulphate
  4. filtrationfilter
  5. customevaporate off the solvent

Sources & evidence

ORD record
ord-5e6f259cea1f4be89f134739041af31b
Source dataset
uspto-grants-2004_07
Patent number
US06759421B2

Reaction notes

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