3-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride) → N-(5-(3-chloro-4-fluorophenyl)-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)nicotin-amide

HRID 1958151Notes

Reaction equation

HRID 1958151 reaction equation
Br[C:2]1[CH:3]=[C:4]([NH:14][C:15](=[O:22])[C:16]2[CH:21]=[CH:20][CH:19]=[N:18][CH:17]=2)[CH:5]=[N:6][C:7]=1[O:8][CH2:9][C:10]([F:13])([F:12])[F:11].[Cl:23][C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][C:29]=1[F:30]>>[Cl:23][C:24]1[CH:25]=[C:26]([C:2]2[CH:3]=[C:4]([NH:14][C:15](=[O:22])[C:16]3[CH:21]=[CH:20][CH:19]=[N:18][CH:17]=3)[CH:5]=[N:6][C:7]=2[O:8][CH2:9][C:10]([F:13])([F:12])[F:11])[CH:27]=[CH:28][C:29]=1[F:30]

Participants

3

Reactant 2

HCID 27346603-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride)HCID 67280716N-(5-bromo-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)nicotinamide

Product 1

HCID 56961390N-(5-(3-chloro-4-fluorophenyl)-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)nicotin-amide

Procedure

The title compound was synthesized in analogy to Example 39, using N45-bromo-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-nicotinamide (example G) and B-(3-chloro-4-fluorophenyl)-boronic acid (CAN 144432-85-9) as starting materials; LC-MS (UV peak area/ESI) 98.0%, 424.0483 (M-H)−.

Sources & evidence

ORD record
ord-6673c771a79f4ae9b46721be3b42cc47
Source dataset
uspto-grants-2013_04
Patent number
US08410107B2

Reaction notes

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