Dichloromethane → HCID 86757911, compound

HRID 840092Notes

Reaction equation

HRID 840092 reaction equation
[OH:1][CH2:2][C:3]1[N:4]2[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:14][N:13]([NH:22][C:23](=[O:30])[C:24]3[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=3)[C:12](=[O:31])[C:6]3=[CH:7][CH2:8][CH2:9][C:10]([CH:11]=1)=[C:5]23.C(Cl)Cl.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl.CO>[CH:2]([C:3]1[N:4]2[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:14][N:13]([NH:22][C:23](=[O:30])[C:24]3[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=3)[C:12](=[O:31])[C:6]3=[CH:7][CH2:8][CH2:9][C:10]([CH:11]=1)=[C:5]23)=[O:1]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 70159454HCID 70159454, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 86757911HCID 86757911, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

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.

Workup

  1. stirringThe suspension is stirred for 1 h at 20-25° C
  2. customThe purification
  3. washeluting with CH2Cl2
  4. customThe residue obtained
  5. customafter removal of the solvent

Sources & evidence

ORD record
ord-aecdd46992c341c6921e021272ee85b7
Source dataset
uspto-grants-2002_04
Patent number
US06365585B1

Reaction notes

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