6-Phenoxy-3-pyridinamine → HCID 23209227, compound

HRID 1956448Notes

Reaction equation

HRID 1956448 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[N:7][C:8]([CH3:15])=[C:9]([O:12][CH2:13][CH3:14])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17].[NH2:21][C:22]1[CH:23]=[CH:24][C:25]([O:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[N:26][CH:27]=1>>[ClH:1].[CH2:13]([O:12][C:9]1[CH:10]=[C:11]2[C:6](=[N:7][C:8]=1[CH3:15])[N:5]=[CH:4][C:3]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:2]2[NH:21][C:22]1[CH:23]=[CH:24][C:25]([O:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[N:26][CH:27]=1)[CH3:14]

Participants

3

Reactant 2

HCID 2128566-Phenoxy-3-pyridinamineHCID 23198600Ethyl 4-chloro-6-ethoxy-7-methyl-1,8-naphthyridine-3-carboxylate

Product 1

HCID 23209227HCID 23209227, compound

Procedure

A mixture of ethyl 4-chloro-6-ethoxy-7-methyl-1,8-naphthyridine-3-carboxylate (2.3 g), 5-amino-2-phenoxypyridine (1.52 g) and IMS (50 ml) was boiled under reflux for 2 hours. The mixture was cooled in ice and filtered to give ethyl 6-ethoxy-7-methyl-4-(2-phenoxy-5-pyridylamino)-1,8-naphthyridine-3-carboxylate hydrochloride, m.p. 220°-221° C.

Workup

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

Sources & evidence

ORD record
ord-d346ba19229d4c078220a615686e1dbd
Source dataset
uspto-grants-1998_07
Patent number
US05780482

Reaction notes

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