3-Fluorophenylboronic acid → HCID 59654819, compound

HRID 2053281Notes

Reaction equation

HRID 2053281 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18](Br)[N:17]=2)=[O:15])[CH:8]=1)[CH3:2].[F:24][C:25]1[CH:26]=[C:27](B(O)O)[CH:28]=[CH:29][CH:30]=1>>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:29]3[CH:28]=[CH:27][CH:26]=[C:25]([F:24])[CH:30]=3)[N:17]=2)=[O:15])[CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 27339863-Fluorophenylboronic acidHCID 59654854HCID 59654854, compound

Product 1

HCID 59654819HCID 59654819, compound

Procedure

The pyridyl bromide (166)(100 mg, 0.26 mmol) was coupled to 3-fluoro-phenylboronic acid (34 mg, 0.24 mmol) using Method E. During this reaction, partial hydrolysis occurred. The residue was extracted using Work-up E1 to give a mixture of acid and ester, which was used without further purification. For the ester: LC/MS tr 1.43 min; MS(ES+) m/z 395 (M+H)

Workup

  1. customDuring this reaction, partial hydrolysis
  2. extractionThe residue was extracted
  3. customto give
  4. customwas used without further purification

Sources & evidence

ORD record
ord-1113dde16ec5415bb858289a51404682
Source dataset
uspto-grants-2008_02
Patent number
US07326732B2

Reaction notes

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