Methyl 6-bromo-5-fluoropyridine-2-carboxylate → HCID 70655145, compound

HRID 705212Notes

Reaction equation

HRID 705212 reaction equation
Br[C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[CH:4][C:3]=1[F:12].[F:13][C:14]1[CH:19]=[C:18]([O:20][CH:21]([CH3:23])[CH3:22])[CH:17]=[C:16]([F:24])[C:15]=1B1OC(C)(C)C(C)(C)O1>>[F:13][C:14]1[CH:19]=[C:18]([O:20][CH:21]([CH3:22])[CH3:23])[CH:17]=[C:16]([F:24])[C:15]=1[C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[CH:4][C:3]=1[F:12]

Participants

3

Reactant 2

HCID 46311204Methyl 6-bromo-5-fluoropyridine-2-carboxylateHCID 70655078HCID 70655078, compound

Product 1

HCID 70655145HCID 70655145, compound

Procedure

Method 1 was followed using methyl 6-bromo-5-fluoropicolinate (0.8 equiv.) and 2-(2,6-difluoro-4-isopropoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.0 equiv.) at 70° C. for 1 hour to give methyl 6-(2,6-difluoro-4-isopropoxyphenyl)-5-fluoropicolinate. LC/MS=325.9 (MH+), Rt=1.04 min.

Workup

  1. customat 70° C.
  2. customfor 1 hour

Sources & evidence

ORD record
ord-c8ad15f4b609478bb24122b0ace5e730
Source dataset
uspto-grants-2015_11
Patent number
US09173883B2

Reaction notes

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