4-Amino-3-fluorophenol → 5-(4-Aminophenoxy)nicotinic acid methyl ester

HRID 658486Notes

Reaction equation

HRID 658486 reaction equation
[CH3:1][O:2][C:3](=[O:19])[C:4]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[C:13](F)[CH:12]=2)[CH:7]=[N:6][CH:5]=1.NC1C=CC(O)=CC=1F>>[CH3:1][O:2][C:3](=[O:19])[C:4]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)[CH:7]=[N:6][CH:5]=1

Participants

3

Reactant 2

HCID 27359194-Amino-3-fluorophenolHCID 599875035-(4-Amino-3-fluorophenoxy)nicotinic acid methyl ester

Product 1

HCID 220406065-(4-Aminophenoxy)nicotinic acid methyl ester

Procedure

The title compound was prepared in the same manner described 5-(4-Amino-3-fluorophenoxy)nicotinic acid methyl ester, substituting 4-aminophenol for 4-amino-3-fluorophenol. 1H NMR (DMSO-d6) δ 8.71 (s, 1H), 8.54 (d, J=2.9 Hz, 1H), 7.47 (t, J=1.9 Hz, 1H), 6.85 (d, J=8.7 Hz, 2H), 6.61 (d, J=8.7 Hz, 2H), 5.12 (br, 2H), 3.81 (s, 3H); MS LC-MS [M+H]+=245.2, RT=1.08 min.

Sources & evidence

ORD record
ord-81bfd6768e4e41e08fdff371559062fa
Source dataset
uspto-grants-2011_12
Patent number
US08076488B2

Reaction notes

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