N-bromobutanimide → 2-Bromo-4-methyl-4,5,7,8-tetrahydro-thieno[2,3-d]azepine-6-carboxylic acid ethyl ester

HRID 2237446Notes

Reaction equation

HRID 2237446 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

HCID 67184N-bromobutanimideHCID 593025564-Methyl-4,5,7,8-tetrahydro-thieno[2,3-d]azepine-6-carboxylic acid ethyl ester

Product 1

HCID 589452572-Bromo-4-methyl-4,5,7,8-tetrahydro-thieno[2,3-d]azepine-6-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 21584526Acetic acid chloroformSolvent

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

  1. 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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