6-Ethoxypyridin-3-amine → 3-Ethoxy-5-(2-ethoxy-5-pyridylamino)-2-methyl-1,8-naphthyridine hydrochloride dihydrate

HRID 1956440Notes

Reaction equation

HRID 1956440 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][N:9]=[C:8]2[C:3]=1[CH:4]=[C:5]([O:13][CH2:14][CH3:15])[C:6]([CH3:12])=[N:7]2.[NH2:16][C:17]1[CH:18]=[CH:19][C:20]([O:23][CH2:24][CH3:25])=[N:21][CH:22]=1>>[OH2:13].[OH2:23].[ClH:1].[CH2:14]([O:13][C:5]1[C:6]([CH3:12])=[N:7][C:8]2[C:3]([CH:4]=1)=[C:2]([NH:16][C:17]1[CH:18]=[CH:19][C:20]([O:23][CH2:24][CH3:25])=[N:21][CH:22]=1)[CH:11]=[CH:10][N:9]=2)[CH3:15]

Participants

3

Reactant 2

HCID 30403016-Ethoxypyridin-3-amineHCID 193742665-Chloro-3-ethoxy-2-methyl-1,8-naphthyridine

Product 1

HCID 232092123-Ethoxy-5-(2-ethoxy-5-pyridylamino)-2-methyl-1,8-naphthyridine hydrochloride dihydrate

Procedure

A mixture of 5-chloro-3-ethoxy-2-methyl-1,8-naphthyridine (2.0 g), 5-amino-2-ethoxypyridine (1.25 g) and IMS (20 ml) was boiled under reflux for 2 hours. The mixture was cooled and filtered to give 3-ethoxy-5-(2-ethoxy-5-pyridylamino)-2-methyl-1,8-naphthyridine hydrochloride dihydrate, m.p. 184°-187° C. Active (2/3) at 30 mg/kg.

Workup

  1. temperatureunder reflux for 2 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-4be1b900155c4ca3965c73b4786f8e13
Source dataset
uspto-grants-1998_07
Patent number
US05780482

Reaction notes

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