P-Anisidine → HCID 23209243, compound

HRID 1956432Notes

Reaction equation

HRID 1956432 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:10]=2)[N:5]=[CH:4][C:3]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20].[CH3:24][O:25][C:26]1[CH:32]=[CH:31][C:29]([NH2:30])=[CH:28][CH:27]=1.C(=O)([O-])[O-].[K+].[K+]>C1COCC1>[ClH:1].[CH3:24][O:25][C:26]1[CH:32]=[CH:31][C:29]([NH:30][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([O:12][C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)[N:10]=3)[N:5]=[CH:4][C:3]=2[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 7732P-AnisidineHCID 11430Potassium CarbonateHCID 23209286HCID 23209286, compound

Product 1

HCID 23209243HCID 23209243, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl 4-chloro-6-phenoxy-1,5-naphthyridine-3-carboxylate (3.0 g), 4-methoxyaniline (1.16 g), potassium carbonate (2.65 g) and THF (60 ml) was stirred at ambient temperature for 24 hours. The reaction mixture was worked up as described in Example 2 to give ethyl 4-(4-methoxyanilino)-6-phenoxy-1,5-naphthyridine-3-carboxylate hydrochloride, m.p. 191°-193° C.

Sources & evidence

ORD record
ord-f78f6b47ed974316b16e8fa621d1621e
Source dataset
uspto-grants-1998_07
Patent number
US05780482

Reaction notes

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