N-bromobutanimide → 2-Bromo-4-methyl-4,5,7,8-tetrahydro-thieno[2,3-d]azepine-6-carboxylic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:12][CH:11]([CH3:13])[C:10]2[CH:14]=[CH:15][S:16][C:9]=2[CH2:8][CH2:7]1)=[O:5])[CH3:2].[Br:17]N1C(=O)CCC1=O>C(Cl)(Cl)Cl.CC(O)=O>[CH2:1]([O:3][C:4]([N:6]1[CH2:12][CH:11]([CH3:13])[C:10]2[CH:14]=[C:15]([Br:17])[S:16][C:9]=2[CH2:8][CH2:7]1)=[O:5])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The product of step d) (80 mg, 0.35 mmol) was dissolved in 2 mL of 1:1 CHCl3 /HOAc. N-Bromo-succinimide (62 mg, 0.35 mmol) was added and the reaction was stirred for 15 minutes. Concentration and purification by silica gel chromatography gave the subtitle compound as a yellow oil.
Workup
- concentrationConcentration and purification by silica gel chromatography
Sources & evidence
- ORD record
- ord-d8df256afe024f1a99f98e7e868cde81
- Source dataset
- uspto-grants-2010_05
- Patent number
- US07718647B2
Reaction notes
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