4-Methoxybenzylamine → HCID 18691200, compound
Reaction equation
Cl[C:2]1[C:7]2[CH:8]=[CH:9][S:10][C:6]=2[CH:5]=[C:4]([CH3:11])[N:3]=1.[CH3:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][NH2:19])=[CH:16][CH:15]=1>C(Cl)(Cl)Cl>[CH3:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][NH:19][C:2]2[C:7]3[CH:8]=[CH:9][S:10][C:6]=3[CH:5]=[C:4]([CH3:11])[N:3]=2)=[CH:16][CH:15]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 170 °C
Procedure
A mixture of 7.0 g of 4-chloro-6-methylthieno[3,2-c]pyridine and 28 ml of 4-methoxybenzylamine was stirred at 170° C. for 4 hours. After being cooled, the reaction mixture was diluted with 400 ml of chloroform, washed with water and saturated saline, dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel to give 10 g of the title compound as a yellow oily material.
Workup
- temperatureAfter being cooled
- washwashed with water and saturated saline
- dry with materialdried over anhydrous magnesium sulfate
- customThe drying agent was removed by filtration
- customthe solvent was removed under reduced pressure
- customThe residue was purified by column chromatography on silica gel
Sources & evidence
- ORD record
- ord-03fb6f2bf55c48a89d3aee20a2a34809
- Source dataset
- uspto-grants-2000_02
- Patent number
- US06020342
Reaction notes
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