4-Chlorophenylboronic acid → HCID 58629925, compound

HRID 1391744Notes

Reaction equation

HRID 1391744 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:8]([O:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:16]([CH3:27])[CH:15]=2)[CH2:9][CH2:10][CH2:11][CH3:12])[CH:5]=[CH:6][CH:7]=1.[Cl:28][C:29]1[CH:34]=[CH:33][C:32](B(O)O)=[CH:31][CH:30]=1>>[Cl:28][C:29]1[CH:34]=[CH:33][C:32]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([CH:8]([O:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:16]([CH3:27])[CH:15]=3)[CH2:9][CH2:10][CH2:11][CH3:12])[CH:3]=2)=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 58629854HCID 58629854, compound

Product 1

HCID 58629925HCID 58629925, compound

Procedure

Prepared according to the procedure used for the preparation of Intermediate 23, starting from ethyl [(4-{[1-(3-bromophenyl)pentyl]oxy}-2-methylphenyl)oxy]acetate (200 mg, 0.46 mmol) and 4-chlorobenzene boronic acid (86 mg, 0.55 mmol) to give, after purification by Biotage™ chromatography (silica, 40 g cartridge) eluting with petroleum ether 40-60° C.:EtOAc (19:1), the title compound (137 mg).

Workup

  1. customPrepared
  2. customto give
  3. customafter purification by Biotage™ chromatography (silica, 40 g cartridge)
  4. washeluting with petroleum ether 40-60° C.

Sources & evidence

ORD record
ord-73828089414546498bc752547162949f
Source dataset
uspto-grants-2008_03
Patent number
US07338960B2

Reaction notes

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