Acetic Acid → HCID 66997394, compound

HRID 559148Notes

Reaction equation

HRID 559148 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:36](=[O:37])[N:35]([CH3:38])[C:12]2[N:13]([CH3:34])[C:14]3[C:19]([C:11]=2[CH:10]=1)=[CH:18][C:17]([C:20]1[CH:24]=[CH:23][N:22]([CH2:25][CH2:26][O:27]C2CCCCO2)[N:21]=1)=[CH:16][CH:15]=3.C(O)(=O)C.C1COCC1>O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:36](=[O:37])[N:35]([CH3:38])[C:12]2[N:13]([CH3:34])[C:14]3[C:19]([C:11]=2[CH:10]=1)=[CH:18][C:17]([C:20]1[CH:24]=[CH:23][N:22]([CH2:25][CH2:26][OH:27])[N:21]=1)=[CH:16][CH:15]=3

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 8028TetrahydrofuranHCID 66997900HCID 66997900, compound

Product 1

HCID 66997394HCID 66997394, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
45 °C

Procedure

A solution containing 311 mg (0.56 mmol) of compound A 3-(2,4-dichlorophenyl)-1,9-dimethyl-6-{1-[2-(tetrahydropyran-2-yloxy)ethyl]-1H-pyrazol-3-yl}-1,9-dihydropyrido[2,3-b]indol-2-one, 2.7 ml of acetic acid, 1.3 ml of THF and 0.7 ml of H2O is heated at 45° C. for 16 h. The reaction medium is allowed to cool, adsorbed onto silica and purified by flash chromatography, elution being carried out with EtOAc/20% cyclohexane, then 100% EtOAc, and, finally, EtOAc/5% MeOH. The residue is taken up in MeOH and the product is filtered and then washed with MeOH.

Workup

  1. temperatureto cool
  2. custompurified by flash chromatography, elution
  3. filtrationthe product is filtered
  4. washwashed with MeOH

Sources & evidence

ORD record
ord-240680aa7fb44d5aa653925dcf4c5aa6
Source dataset
uspto-grants-2011_11
Patent number
US08063061B2

Reaction notes

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