Reaktion #647714

ord-cfb189fd06a64052a3955484b2836e57

Reaktionsgleichung

Cc1cccc(-c2sc(C)nc2C(=O)N2C[C@@H]3C[C@@H]3[C@H]2CNC(=O)c2cccc3sc(Cl)nc23)c1
2-Chloro-benzothiazole-4-carboxylic acid[(1S,2S,5R)-3-(2-methyl-5-m-tolyl-thiazole-4-carbonyl)-3-aza-bicyclo[3.1.0]hex-2-ylmethyl]-amide
→
Cc1cccc(-c2sc(C)nc2C(=O)N2C[C@@H]3C[C@@H]3[C@H]2CNC(=O)c2cccc3scnc23)c1
Benzothiazole-4-carboxylic Acid[(1S,2S,5R)-3-(2-methyl-5-m-tolyl-thiazole-4-carbonyl)-3-aza-bicyclo[3.1.0]hex-2-ylmethyl]-amide

Edukte

Cc1cccc(-c2sc(C)nc2C(=O)N2C[C@@H]3C[C@@H]3[C@H]2CNC(=O)c2cccc3sc(Cl)nc23)c1
2-Chloro-benzothiazole-4-carboxylic acid[(1S,2S,5R)-3-(2-methyl-5-m-tolyl-thiazole-4-carbonyl)-3-aza-bicyclo[3.1.0]hex-2-ylmethyl]-amide

Reagenzien

[Pd]
Pd/C

Lösungsmittel

CO
MeOH

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationAfter filtration
  2. 2
    Sonstigethrough celite and removal of the solvents the desired product
  3. 3
    Sonstigeis obtained

Vorschrift

A solution of 2-Chloro-benzothiazole-4-carboxylic acid[(1S,2S,5R)-3-(2-methyl-5-m-tolyl-thiazole-4-carbonyl)-3-aza-bicyclo[3.1.0]hex-2-ylmethyl]-amide (0.04 mmol) in MeOH (2.0 mL) is treated with Pd/C (10%, 50 mg) and stirred under a hydrogen atmosphere (1 bar) for 3 h. After filtration through celite and removal of the solvents the desired product is obtained. LC-MS: tR=0.98 min; [M+H]+=489.1.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08063099B2uspto-grants-2011_11