Methyl 5-bromothiophene-2-carboxylate → HCID 69007706, compound
Reaction equation
[C:1]([C:3]1[CH:4]=[C:5](B(O)O)[CH:6]=[CH:7][C:8]=1[S:9][CH2:10][CH:11]([CH3:13])[CH3:12])#[N:2].Br[C:18]1[S:22][C:21]([C:23]([O:25]C)=[O:24])=[CH:20][CH:19]=1>>[C:1]([C:3]1[CH:4]=[C:5]([C:18]2[S:22][C:21]([C:23]([OH:25])=[O:24])=[CH:20][CH:19]=2)[CH:6]=[CH:7][C:8]=1[S:9][CH2:10][CH:11]([CH3:13])[CH3:12])#[N:2]Participants
3
Procedure
Using [3-cyano-4-(isobutylthio)phenyl]boronic acid and methyl 5-bromothiophene-2-carboxylate, 5-[3-cyano-4-(isobutylthio)phenyl]thiophene-2-carboxylic acid was obtained in accordance with the method of Example 2. Then, 333 mg of the resulting 5-[3-cyano-4-(isobutylthio)phenyl]thiophene-2-carboxylic acid was suspended into 10 ml of ethanol, and 1.05 ml of a 1 M aqueous sodium hydroxide solution was added to the suspension, followed by stirring at room temperature for 20 minutes. The reaction solution was concentrated under reduced pressure, the residue was suspended into 2-propanol, and the precipitate was collected by filtration to obtain 256 mg of sodium 5-[3-cyano-4-(isobutylthio)phenyl]thiophene-2-carboxylate.
Sources & evidence
- ORD record
- ord-1ba42dc6afeb49ff94d4783ee8d18f0d
- Source dataset
- uspto-grants-2009_11
- Patent number
- US07612108B2
Reaction notes
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