4-Methyl-3-thiopheneboronic acid → Methyl 3-methoxy-4-(4-methyl-3-thienyl)benzoate

HRID 219778Notes

Reaction equation

HRID 219778 reaction equation
CC1C=C(C(O)=O)C=CC=1C1C=CC=CC=1C(F)(F)F.Br[C:22]1[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][C:23]=1[O:32][CH3:33].[CH3:34][C:35]1[C:36](B(O)O)=[CH:37][S:38][CH:39]=1>>[CH3:33][O:32][C:23]1[CH:24]=[C:25]([CH:30]=[CH:31][C:22]=1[C:36]1[C:35]([CH3:34])=[CH:39][S:38][CH:37]=1)[C:26]([O:28][CH3:29])=[O:27]

Participants

4

Reactant 3

HCID 50839314-Methyl-3-thiopheneboronic acidHCID 14570117Methyl 4-bromo-3-methoxybenzoateHCID 219478123-Methyl-4-[2-(trifluoromethyl)phenyl]benzoic acid

Product 1

HCID 67400074Methyl 3-methoxy-4-(4-methyl-3-thienyl)benzoate

Procedure

The title compound was prepared following procedure described for Intermediate 5, step 1, but starting from methyl 4-bromo-3-methoxybenzoate (Combi-Blocks, 2.50 g; 10.20 mmol; 1 eq.) and 4-methyl-3-thiopheneboronic acid (1.59 g; 11.22 mmol; 1.10 eq.), and was isolated as a brown oil. It was used in the next step without further purification. LC/MS (Method A): 262.8 (M+H)+. HPLC (Method A) Rt 4.79 min.

Workup

  1. customwas isolated as a brown oil
  2. customIt was used in the next step without further purification

Sources & evidence

ORD record
ord-7d8965b4a54c45388d0ca83d52c83b3c
Source dataset
uspto-grants-2012_06
Patent number
US08202865B2

Reaction notes

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