3-Fluorophenylboronic acid → HCID 68500012, compound

HRID 2053225Notes

Reaction equation

HRID 2053225 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([C:16]2[N:17]=[C:18](Cl)[S:19][CH:20]=2)=[O:15])[CH:8]=1)[CH3:2].[F:23][C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][CH:29]=1>>[CH2:1]([O:3][C:4](=[O:22])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([C:16]2[N:17]=[C:18]([C:28]3[CH:27]=[CH:26][CH:25]=[C:24]([F:23])[CH:29]=3)[S:19][CH:20]=2)=[O:15])[CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 27339863-Fluorophenylboronic acidHCID 68494747HCID 68494747, compound

Product 1

HCID 68500012HCID 68500012, compound

Procedure

The chloro thiazole (114)(80 mg, 0.24 mmol) was coupled to 3-fluoro-phenylboronic acid (42 mg, 0.30 mmol) using Method E, except that the reaction mixture was heated for a total of 12 h. The crude residue was purified by column chromatography eluting with 20% EtOAc in heptane to give the title compound.

Workup

  1. temperatureexcept that the reaction mixture was heated for a total of 12 h
  2. customThe crude residue was purified by column chromatography
  3. washeluting with 20% EtOAc in heptane

Sources & evidence

ORD record
ord-e736542016654868b7eccfe2008ff9d2
Source dataset
uspto-grants-2008_02
Patent number
US07326732B2

Reaction notes

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