Ethyl formate → HCID 13983420, compound

HRID 2413921Notes

Reaction equation

HRID 2413921 reaction equation
[Na].[CH3:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][CH:6]=1)=O.[CH:12](OCC)=O.[NH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([NH2:24])[N:19]=1.[OH-].[Na+]>>[NH2:17][C:18]1[CH:23]=[CH:22][C:21]2[C:20](=[N:24][C:3]([C:5]3[CH:10]=[CH:9][C:8]([F:11])=[CH:7][CH:6]=3)=[CH:2][CH:12]=2)[N:19]=1

Participants

6

Reactant 5

HCID 8025Ethyl formateHCID 88612,6-DiaminopyridineHCID 98284'-FluoroacetophenoneHCID 14798Sodium HydroxideHCID 5360545Sodium

Product 1

HCID 13983420HCID 13983420, compoundYield 74.5%

Procedure

The procedure is analogous to that described in Example 11 below, but starting with sodium (2.3 g), 4-fluoroacetophenone (13.8 g) and ethyl formate (11 g). The solid obtained (17.8 g) is then added to 2,6-diaminopyridine (11 g). The product obtained after hydrolysis and neutralization with sodium hydroxide is separated by filtration, washed with distilled water (6×100 cc) and air-dried. 2-Amino-7-(4-fluorophenyl)-1,8-naphthyridine (17.8 g), m.p. 175° C., is thus obtained.

Workup

  1. customThe solid obtained (17.8 g)
  2. customThe product obtained
  3. customis separated by filtration
  4. washwashed with distilled water (6×100 cc)
  5. customair-dried

Sources & evidence

ORD record
ord-f8feea0a80444bbaa1a60fa239781e04
Source dataset
uspto-grants-1988_01
Patent number
US04720500

Reaction notes

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