2-Fluorophenylboronic acid → [4-(2-Fluoro-phenyl)-pyridin-3-yl]-(2,2,2-trifluoro-ethyl)-amine

HRID 878160Notes

Reaction equation

HRID 878160 reaction equation
[C:1]1(C)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:12]=[CH:11][N:10]=[CH:9][C:8]=1[N:13]([CH2:30][C:31]([F:34])([F:33])[F:32])C(=O)C1C=C(C(F)(F)F)N=C(C(F)(F)F)C=1.[F:36]C1C=CC=CC=1B(O)O>CCCCCCC.CCOC(C)=O>[F:36][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:12]=[CH:11][N:10]=[CH:9][C:8]=1[NH:13][CH2:30][C:31]([F:34])([F:33])[F:32]

Participants

4

Reactant 2

HCID 27343542-Fluorophenylboronic acidHCID 86670761N-(4-o-Tolyl-pyridin-3-yl)-N-(2,2,2-trifluoro-ethyl)-2,6-bis-trifluoromethyl-isonicotinamide2×

Product 1

HCID 70663224[4-(2-Fluoro-phenyl)-pyridin-3-yl]-(2,2,2-trifluoro-ethyl)-amine

Reagents, catalysts & solvents 1

HCID 21899848Ethylacetate heptaneSolvent

Procedure

The title compound was prepared from (4-iodo-pyridin-3-yl)-(2,2,2-trifluoro-ethyl)-amine (example 150, intermediate b) and 2-fluorophenylboronic acid (CAS RN 1193-03-9) and using a gradient of n-heptane:EtOAc (100:0 to 50:50) for the chromatographic purification. Light brown solid (85%). MS (ESI): m/z=271.09 [M+H]+.

Workup

  1. customfor the chromatographic purification

Sources & evidence

ORD record
ord-97e128a821af42a893b11daa9e91e80f
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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