5-Chloro-3-ethoxy-2-methyl-1,8-naphthyridine → HCID 178465835, compound
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]([OH:23])=[N:21][CH:22]=1>>[OH2:13].[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]([OH:23])=[N:21][CH:22]=1)[CH:11]=[CH:10][N:9]=2)[CH3:15].[OH2:13].[OH2:13].[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]([OH:23])=[N:21][CH:22]=1)[CH:11]=[CH:10][N:9]=2)[CH3:15].[ClH:1]Participants
3
Procedure
A mixture of 5-chloro-3-ethoxy-2-methyl-1,8-naphthyridine (2.0 g), 5-aminopyridin-2-ol (1.0 g) and IMS (20 ml) was boiled under reflux for 2 hours. The mixture was cooled and filtered to give 5-(3-ethoxy-2-methyl-1,8-naphthyridin-5-ylamino)pyridin-2-ol hydrochloride sesquihydrate, m.p. 295°-300° C.
Workup
- temperatureunder reflux for 2 hours
- temperatureThe mixture was cooled
- filtrationfiltered
Sources & evidence
- ORD record
- ord-246f9b92ffbd487d855ea5f66ee7c6ec
- Source dataset
- uspto-grants-1998_07
- Patent number
- US05780482
Reaction notes
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