2,6-Bis(trifluoromethyl)pyridine-4-carboxylic acid → HCID 86670791, compound

HRID 878217Notes

Reaction equation

HRID 878217 reaction equation
[CH3:1][O:2][C:3](=[O:19])[CH2:4][NH:5][C:6]1[CH:7]=[N:8][CH:9]=[CH:10][C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[F:18].[F:20][C:21]([F:36])([F:35])[C:22]1[CH:23]=[C:24]([CH:28]=[C:29]([C:31]([F:34])([F:33])[F:32])[N:30]=1)[C:25](O)=[O:26]>>[F:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:11]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[N:5]([CH2:4][C:3]([O:2][CH3:1])=[O:19])[C:25](=[O:26])[C:24]1[CH:28]=[C:29]([C:31]([F:32])([F:33])[F:34])[N:30]=[C:22]([C:21]([F:36])([F:20])[F:35])[CH:23]=1

Participants

3

Reactant 2

HCID 306891352,6-Bis(trifluoromethyl)pyridine-4-carboxylic acidHCID 70663196[4-(2-Fluoro-phenyl)-pyridin-3-ylamino]-acetic acid methyl ester

Product 1

HCID 86670791HCID 86670791, compound

Procedure

The title compound was prepared in analogy to example 90, from [4-(2-fluoro-phenyl)-pyridin-3-ylamino]-acetic acid methyl ester and 2,6-bis(trifluoromethyl)isonicotinic acid (Key Organics Ltd.) after a reaction time of 72 hours. The compound was purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of n-heptane:EtOAc (100:0 to 20:80). Light yellow solid (39%). MS (ESI): m/z=502.099 [M+H]+.

Workup

  1. customThe compound was purified by silica gel chromatography
  2. washeluting with a gradient of n-heptane:EtOAc (100:0 to 20:80)

Sources & evidence

ORD record
ord-0abb64e4ff694075ac0e18cc5e8b471b
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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