Piperidine → HCID 178463774, compound

HRID 892015Notes

Reaction equation

HRID 892015 reaction equation
C1C2C(COC([NH:18][CH:19]([CH3:36])[CH2:20][C:21]3[C:29]4[C:24](=[CH:25][CH:26]=[C:27]([O:30][C:31](=[O:35])[CH:32]([CH3:34])[CH3:33])[CH:28]=4)[NH:23][N:22]=3)=O)C3C(=CC=CC=3)C=2C=CC=1.N1CCCCC1.C(=O)(O)[O-].[Na+]>CN(C)C=O>[NH2:18][CH:19]([CH3:36])[CH2:20][C:21]1[C:29]2[C:24](=[CH:25][CH:26]=[C:27]([O:30][C:31](=[O:35])[CH:32]([CH3:33])[CH3:34])[CH:28]=2)[NH:23][N:22]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 516892Sodium BicarbonateHCID 178440412HCID 178440412, compound

Product 1

HCID 178463774HCID 178463774, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2-methyl-propionic acid 3-(2-(9fluorenylmethoxycarbonylamino)propyl)-1H-indazol-5-yl ester (0.16 g, 0.33 mmol) in a 1:4 mixture of piperidine and dimethylformamide (2.5 mL) is stirred at ambient temperature. The reaction mixture is poured into dilute aqueous sodium bicarbonate and the resulting mixture is extracted first with ethyl acetate and then with methylene chloride. The combined organic extracts are dried (MgSO4) and concentrated. The residue is purified by chromatography.

Workup

  1. extractionthe resulting mixture is extracted first with ethyl acetate
  2. dry with materialThe combined organic extracts are dried (MgSO4)
  3. concentrationconcentrated
  4. customThe residue is purified by chromatography

Sources & evidence

ORD record
ord-bbf780bf6bfc4eb0ac508d34c281167b
Source dataset
uspto-grants-2006_02
Patent number
US07005443B1

Reaction notes

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