4-Amino-3-fluorophenol → 5-(4-Amino2-fluorophenoxy)nicotinic acid methyl ester

HRID 658488Notes

Reaction equation

HRID 658488 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=1[F:28]>CCOC(C)=O>[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][C:12]=2[F:28])[CH:7]=[N:6][CH:5]=1

Participants

4

Reactant 2

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

Product 1

HCID 599874965-(4-Amino2-fluorophenoxy)nicotinic acid methyl ester

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared in the same manner described 5-(4-Amino-3-fluorophenoxy)nicotinic acid methyl ester, substituting 4-amino-2-fluorophenol for 4-amino-3-fluorophenol. 1H NMR (DMSO-d6) δ 7.96 (d, J=1.5 hz, 1H), 7.64 (d, J=3.0 Hz, 1H), 6.88 to 6.87 (m, 1H), 6.16 (t, J=8.7 Hz, 1H), 5.79 to 5.69 (m, 2H), 4.07 (s, 2H), 3.09 (s, 3H); TLC (50% EtOAc/Hex), Rf=0.31.

Sources & evidence

ORD record
ord-5bb21f58bda24d99a2b00a804f7a4cb7
Source dataset
uspto-grants-2011_12
Patent number
US08076488B2

Reaction notes

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