HCID 66998274, compound → HCID 86623958, compound

HRID 559258Notes

Reaction equation

HRID 559258 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:29](=[O:30])[N:28]([CH3:31])[C:12]2[N:13]([CH3:27])[C:14]3[C:19]([C:11]=2[CH:10]=1)=[CH:18][C:17]([C:20]1[N:21]=[C:22]([CH2:25][OH:26])[S:23][CH:24]=1)=[CH:16][CH:15]=3.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:29](=[O:30])[N:28]([CH3:31])[C:12]2[N:13]([CH3:27])[C:14]3[C:19]([C:11]=2[CH:10]=1)=[CH:18][C:17]([C:20]1[N:21]=[C:22]([CH:25]=[O:26])[S:23][CH:24]=1)=[CH:16][CH:15]=3

Participants

4

Reactant 2

HCID 66998274HCID 66998274, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 86623958HCID 86623958, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

258 mg (0.548 mmol) of compound from Example 9, 3-(2,4-dichlorophenyl)-6-(2-hydroxymethylthiazol-4-yl)-1,9-dimethyl-1,9-dihydropyrido[2,3-b]indol-2-one are suspended in 10 ml of CHCl3. 177 mg (0.82 mmol) of pyridinium chlorochromate (PCC) are added. The mixture is stirred at ambient temperature for 3 hours. The reaction medium is loaded directly onto a silica column and the mixture is purified, elution being carried out with 100% EtOAc.

Workup

  1. customthe mixture is purified
  2. washelution

Sources & evidence

ORD record
ord-ffb19e9c754c4897931f81fc3e3dcabd
Source dataset
uspto-grants-2011_11
Patent number
US08063061B2

Reaction notes

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