(4-Methoxyphenyl)boronic acid → HCID 58966926, compound

HRID 1948215Notes

Reaction equation

HRID 1948215 reaction equation
FC(F)(F)S(O[C:7]1[CH:12]=[CH:11][N:10]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=2)[C:9](=[O:21])[CH:8]=1)(=O)=O.[CH3:24][O:25][C:26]1[CH:31]=[CH:30][C:29](B(O)O)=[CH:28][CH:27]=1>>[F:20][C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][CH:17]=1)[CH2:13][N:10]1[CH:11]=[CH:12][C:7]([C:29]2[CH:30]=[CH:31][C:26]([O:25][CH3:24])=[CH:27][CH:28]=2)=[CH:8][C:9]1=[O:21]

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 86614969HCID 86614969, compound

Product 1

HCID 58966926HCID 58966926, compoundYield 60.7%

Procedure

According to Scheme 13 Method C: The title compound was prepared from 1-(3-fluorobenzyl)-1,2-dihydro-2-oxopyridin-4-yl trifluoromethanesulfonate (1 eq, 0.28 mmol, 0.10 g) and 4-methoxyphenyl boronic acid (1.5 eq, 0.43 mmol, 65 mg) according to the procedure described for Example 1 Step 3. The crude product was purified by flash chromatography on silica gel using cyclohexane/AcOEt 70/30 as eluent to afford the title compound (0.17 mmol, 52 mg, 59%) was obtained as a white solid.

Workup

  1. customThe crude product was purified by flash chromatography on silica gel

Sources & evidence

ORD record
ord-065cc8694908499ba29a106fbe6f153b
Source dataset
uspto-grants-2013_03
Patent number
US08399493B2

Reaction notes

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