6-Ethoxypyridin-3-amine → HCID 23209275, compound

HRID 1956441Notes

Reaction equation

HRID 1956441 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[N:7][C:8]([O:12][CH2:13][CH3:14])=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:15]([O:17][CH2:18][CH3:19])=[O:16].[NH2:20][C:21]1[CH:22]=[CH:23][C:24]([O:27][CH2:28][CH3:29])=[N:25][CH:26]=1>CCOCC>[ClH:1].[CH2:13]([O:12][C:8]1[N:7]=[C:6]2[C:11]([C:2]([NH:20][C:21]3[CH:22]=[CH:23][C:24]([O:27][CH2:28][CH3:29])=[N:25][CH:26]=3)=[C:3]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:4]=[N:5]2)=[CH:10][CH:9]=1)[CH3:14]

Participants

4

Reactant 2

HCID 30403016-Ethoxypyridin-3-amineHCID 19374322Ethyl 4-chloro-7-ethoxy-1,8-naphthyridine-3-carboxylate

Product 1

HCID 23209275HCID 23209275, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of ethyl 4-chloro-7-ethoxy-1,8-naphthyridine-3-carboxylate (1.6 g) and 5-amino-2-ethoxypyridine (0.8 g) and IMS (50 ml) was boiled under reflux for 2 hours. The mixture was cooled and ether (200 ml) was added. The mixture was filtered to give ethyl 7-ethoxy-4-(2-ethoxy-5-pyridylamino)-1,8-naphthyridine-3-carboxylate hydrochloride, m.p. 180°-185° C. Active (1/1) at 30 mg/kg.

Workup

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

Sources & evidence

ORD record
ord-80f0a730c67547dda73c33b4794ceb25
Source dataset
uspto-grants-1998_07
Patent number
US05780482

Reaction notes

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