Potassium Carbonate → HCID 9948897, compound

HRID 2182505Notes

Reaction equation

HRID 2182505 reaction equation
C([O:3][C:4]([C:6]1[O:10][C:9]([C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]([CH2:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:12]=2)=[CH:8][CH:7]=1)=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(=O)([O-])[O-].[K+].[K+]>C1COCC1>[OH:3][CH2:4][C:6]1[O:10][C:9]([C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]([CH2:20][CH2:21][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:12]=2)=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 9798977HCID 9798977, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 9948897HCID 9948897, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 300 mg (0.83 mmol) of 3-(5-ethoxycarbonyl-2-furyl)-1-(2-phenylethyl)indazole in 10 ml of THF was added dropwise to 31.5 mg (0.83 mmol) of lithium aluminum hydride in 10 ml of THF. After 1 h, the mixture was admixed with 25% strength potassium carbonate solution and the precipitate was separated off and washed with THF. The combined THF filtrates were dried and concentrated. The crude product was purified by silica gel chromatography using dichloromethane/methanol (95:5). This gave 200 mg (75%) of the title compound.

Workup

  1. customthe precipitate was separated off
  2. washwashed with THF
  3. dry with materialThe combined THF filtrates were dried
  4. concentrationconcentrated
  5. customThe crude product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-ae0a6d5e714343349b0e3f78108f5cfa
Source dataset
uspto-grants-2005_05
Patent number
US06897232B2

Reaction notes

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