Ethyl formate → HCID 13983427, compound

HRID 2413944Notes

Reaction equation

HRID 2413944 reaction equation
[Na].[CH3:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[CH:6]=1)=O.[CH:13](OCC)=O.[NH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([NH2:25])[N:20]=1.[OH-].[Na+]>>[NH2:18][C:19]1[CH:24]=[CH:23][C:22]2[C:21](=[N:25][C:3]([C:5]3[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[CH:6]=3)=[CH:2][CH:13]=2)[N:20]=1

Participants

6

Reactant 5

HCID 8025Ethyl formateHCID 88612,6-DiaminopyridineHCID 114603-MethoxyacetophenoneHCID 14798Sodium HydroxideHCID 5360545Sodium

Product 1

HCID 13983427HCID 13983427, compoundYield 94.8%

Procedure

The procedure is analogous to that described in Example 11, but starting with sodium (2.3 g), 3-methoxyacetophenone (15 g) and ethyl formate (11 g). The solid obtained (20 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) at 50° C., and then air-dried. 2-Amino-7-(3-methoxyphenyl)-1,8-naphthyridine (23.8 g), m.p. 270°-275° C., is obtained.

Workup

  1. customThe solid obtained (20 g)
  2. customThe product obtained
  3. customis separated by filtration
  4. washwashed with distilled water (6×100 cc) at 50° C.
  5. customair-dried

Sources & evidence

ORD record
ord-4d06c568f3a54bbb85b550f0a5aa0e51
Source dataset
uspto-grants-1988_01
Patent number
US04720500

Reaction notes

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