Pyridine, 5-amino-2,3'-oxydi- → HCID 23209183, compound

HRID 1956447Notes

Reaction equation

HRID 1956447 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][N:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([CH3:12])=[N:7]2.[NH2:13][C:14]1[CH:15]=[CH:16][C:17]([O:20][C:21]2[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=2)=[N:18][CH:19]=1>>[ClH:1].[CH3:12][C:6]1[CH:5]=[CH:4][C:3]2[C:8](=[N:9][CH:10]=[CH:11][C:2]=2[NH:13][C:14]2[CH:15]=[CH:16][C:17]([O:20][C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)=[N:18][CH:19]=2)[N:7]=1

Participants

3

Reactant 2

HCID 2800156Pyridine, 5-amino-2,3'-oxydi-HCID 122663725-Chloro-2-methyl-1,8-naphthyridine

Product 1

HCID 23209183HCID 23209183, compound

Procedure

A mixture of 5-chloro-2-methyl-1,8-naphthyridine (1.8 g), 5-amino-2-(pyrid-3-yloxy)pyridine (1.87 g) and IMS (35 ml) was boiled under reflux for 5 hours. The mixture was cooled to ambient temperature and filtered to give a solid which was recrystallised from IMS to give 2-methyl-5-[2-(pyrid-3-yloxy)pyrid-5-ylamino]-1,8-naphthyridine hydrochloride 2.5 hydrate, m.p. 235°-237° C. Borderline active (1/1) at 30 mg/kg.

Workup

  1. temperatureunder reflux for 5 hours
  2. filtrationfiltered
  3. customto give a solid which
  4. customwas recrystallised from IMS

Sources & evidence

ORD record
ord-87bf2224f63842dbb09a5ba309a0dfbf
Source dataset
uspto-grants-1998_07
Patent number
US05780482

Reaction notes

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