4-Fluorophenol → HCID 20217533, compound

HRID 235832Notes

Reaction equation

[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[N:5][C:6](Cl)=[CH:7][CH:8]=2)[N:3]=1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1.[OH-].[K+]>>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[N:5][C:6]([O:20][C:17]3[CH:18]=[CH:19][C:14]([F:13])=[CH:15][CH:16]=3)=[CH:7][CH:8]=2)[N:3]=1

Participants

Reactant 3

HCID 97324-Fluorophenol

HCID 14797Potassium Hydroxide

HCID 851997-Chloro-1,8-naphthyridin-2-amine

Product 1

HCID 20217533HCID 20217533, compoundYield 59.8%

Conditions

Temperature: 115 °C

Procedure

The procedure is similar to that described in Example 4, but starting with 2-amino-7-chloro-1,8-naphthyridine (17.9 g), 4-fluorophenol (44.8 g) and potassium hydroxide pellets (13.2 g; 85% purity). After 2 hours' heating at 115° C. and treatment as described above in Example 4, 2-amino-7-(4-fluorophenoxy)-1,8-naphthyridine (15.2 g) is produced, m.p. 210° C.

Sources & evidence

ORD record: ord-3698a6ad19fb4ff2896f401eac37a368
Source dataset: uspto-grants-1987_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04642308

Reaction notes

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