Potassium Hydroxide → 1,8-Naphthyridine

HRID 2251143Notes

Reaction equation

HRID 2251143 reaction equation
[NH2:1][C:2]1[N:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[OH-].[K+].O1CCO[CH2:14][CH2:13]1>>[N:9]1[C:2]2[C:3](=[CH:4][CH:13]=[CH:14][N:1]=2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 14797Potassium HydroxideHCID 312751,4-DioxaneHCID 7376333-Pyridinecarboxaldehyde, 2-amino-

Product 1

HCID 1360691,8-Naphthyridine

Procedure

0.77 g of diacetyltetraphenylmethane obtained by the method described in Example 7 was reacted with 0.51 g of 2-aminonicotinaldehyde and 0.76 g of potassium hydroxide in dioxane and, by treatment in the normal way, TPM-dNTR (0.82 g) shown below was obtained. 1H-NMR (CDCl3, ppm): 9.12 (d·d, 2H), 8.27−8.16 (m, 8H), 8.00 (d, 2H), 7.49−7.44 (m, 6H), 7.34−7.23 (m, 10H)

Workup

  1. custombelow was obtained

Sources & evidence

ORD record
ord-e61cb9ad41974e15a8a36e0857290e8e
Source dataset
uspto-grants-2008_01
Patent number
US07318966B2

Reaction notes

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