4-Iodopyridin-3-amine → 4-(5-Fluoro-2-methoxyphenyl)pyridin-3-amine

HRID 878339Notes

Reaction equation

HRID 878339 reaction equation
I[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[NH2:8].[F:9][C:10]1[CH:11]=[C:12](B(O)O)[C:13]([O:16][CH3:17])=[CH:14][CH:15]=1>>[F:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([C:2]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]=2[NH2:8])[CH:11]=1

Participants

3

Reactant 2

HCID 8191324-Iodopyridin-3-amineHCID 27826735-Fluoro-2-methoxyphenylboronic acid

Product 1

HCID 706633734-(5-Fluoro-2-methoxyphenyl)pyridin-3-amine

Procedure

The title compound was prepared in analogy to example 72, from 4-iodo-pyridin-3-ylamine (CAS RN 105752-11-2) and 3-fluoro-6-methoxy-phenylboronic acid (CAS RN 179897-94-0) after a reaction time of 18 hours at reflux. The compound was purified by column chromatography eluting with a gradient of n-hexane:EtOAc (40:60 to 20:80). Yellow solid (84%). MS (ESI): m/z=219.6 [M+H]+.

Workup

  1. temperatureat reflux
  2. customThe compound was purified by column chromatography
  3. washeluting with a gradient of n-hexane:EtOAc (40:60 to 20:80)

Sources & evidence

ORD record
ord-d051e94cc9c44f549607e450600aa679
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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