2-Azido-3-(4-bromo-5-methyl-thiophen-2-yl)-acrylic acid methyl ester → methyl 3-bromo-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate
Reaction equation
[CH3:1][O:2][C:3](=[O:16])[C:4]([N:13]=[N+]=[N-])=[CH:5][C:6]1[S:7][C:8]([CH3:12])=[C:9]([Br:11])[CH:10]=1>C1(C)C(C)=CC=CC=1>[CH3:1][O:2][C:3]([C:4]1[NH:13][C:10]2[C:9]([Br:11])=[C:8]([CH3:12])[S:7][C:6]=2[CH:5]=1)=[O:16]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
To a refluxing xylene (100 ml) was added the crude product of Step 2 (18 g) in 250 ml of xylene over a period of 20 min. After refluxing for 10 min, the reaction mixture was cooled and concentrated to volume of about 100 ml. The solid was collected by filtration to give 12.5 g of the title compound as a white solid.
Workup
- temperatureAfter refluxing for 10 min
- temperaturethe reaction mixture was cooled
- concentrationconcentrated to volume of about 100 ml
- filtrationThe solid was collected by filtration
Sources & evidence
- ORD record
- ord-1920b700faca484098975edb2fd6cc41
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08404736B2
Reaction notes
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