Reaction #927274

Reaction equation

N-(9-hydroxymethyl-4-oxo-1-phenyl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-isonicotinamide

CH2Cl2

pyridinium chlorochromate

→

N-(9-formyl-4-oxo-1-phenyl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-isonicotinamide

Solvents

CH2Cl2 MeOH

Conditions

Workup

1. 1
   workup.STIRRINGThe suspension is stirred for 1 h at 20-25° C
2. 2
   OtherThe purification
3. 3
   Washeluting with CH2Cl2
4. 4
   OtherThe residue obtained
5. 5
   Otherafter removal of the solvent

Procedure

0.100 g (0.24 mmol) of N-(9-hydroxymethyl-4-oxo-1-phenyl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-isonicotinamide and 20 ml of CH2Cl2 are introduced successively into a 50-ml one-necked flask. The mixture is stirred and 0.200 g (0.93 mmol) of pyridinium chlorochromate are added. The suspension is stirred for 1 h at 20-25° C. The purification is carried out directly on the reaction mixture by rapid chromatography on a silica column, eluting with CH2Cl2 enriched with MeOH. The residue obtained after removal of the solvent is concreted in a few millilitres of ether. 0.022 g (0.054 mmol) of a beige powder is obtained.—TLC (CH2Cl2/MeOH 95/5 v/v): Rf=0.50.

Source