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

HRID 1958150Notes

Reaction equation

HRID 1958150 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:29]=[CH:28][C:27](B(O)O)=[CH:26][C:25]=1[F:33]>>[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([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:26][C:25]=1[F:33]

Participants

3

Reactant 2

HCID 27786564-Chloro-3-fluorophenylboronic AcidHCID 67280716N-(5-bromo-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)nicotinamide

Product 1

HCID 56961389N-(5-(4-chloro-3-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-(4-chloro-3-fluorophenyl)-boronic acid (CAN 137504-86-0) as starting materials; LC-MS (UV peak area/ESI) 96.4%, 424.0482 (M−H)−.

Sources & evidence

ORD record
ord-c26a11edd7da43b2a5929115d0cb1c75
Source dataset
uspto-grants-2013_04
Patent number
US08410107B2

Reaction notes

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