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

HRID 1956442Notes

Reaction equation

HRID 1956442 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[N:22]=[C:21]([O:23][CH2:24][CH3:25])[CH:20]=[CH:19][CH:18]=1>Cl>[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][CH:20]=[C:21]([O:23][CH2:24][CH3:25])[N:22]=1)[CH:11]=[CH:10][N:9]=2)[CH3:15]

Participants

4

Reactant 2

HCID 5867106-Ethoxy-2-pyridinamineHCID 193742665-Chloro-3-ethoxy-2-methyl-1,8-naphthyridine

Product 1

HCID 232092883-Ethoxy-5-(6-ethoxy-2-pyridylamino)-2-methyl-1,8-naphthyridine hydrochloride

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidCatalyst

Procedure

A mixture of 5-chloro-3-ethoxy-2-methyl-1,8 naphthyridine (0.98 g), 6-amino-2-ethoxypyridine (0.6 g), IMS (25 ml) and concentrated hydrochloric acid (2 drops) was boiled under reflux for 18 hours. The mixture was cooled and filtered to give 3-ethoxy-5-(6-ethoxy-2-pyridylamino)-2-methyl-1,8-naphthyridine hydrochloride, m.p. >250° C. Active (1/1) at 30 mg/kg.

Workup

  1. temperatureunder reflux for 18 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-9df1d179ccc64a039946b9f7b5eecca5
Source dataset
uspto-grants-1998_07
Patent number
US05780482

Reaction notes

Loading…