HCID 86698022, compound → HCID 86698023, compound

HRID 518870Notes

Reaction equation

HRID 518870 reaction equation
FC(F)(F)C(O)=O.[N+:8]([C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH2:22][CH2:21][CH2:20][C@@H:19]([NH2:23])[CH2:18]2)=[CH:13][C:12]=1[O:24][CH:25]([CH3:27])[CH3:26])([O-:10])=[O:9]>C(=O)([O-])[O-].[K+].[K+]>[N+:8]([C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH2:22][CH2:21][CH2:20][C@@H:19]([NH2:23])[CH2:18]2)=[CH:13][C:12]=1[O:24][CH:25]([CH3:27])[CH3:26])([O-:10])=[O:9]

Participants

3

Reactant 1

HCID 86698022HCID 86698022, compound

Product 1

HCID 86698023HCID 86698023, compoundYield 99.2%

Reagents, catalysts & solvents 1

HCID 11430Potassium CarbonateSolvent

Procedure

5.11 g of (3R)-1-[4-nitro-3-(propan-2-yloxy)phenyl]piperidin-3-amine trifluoroacetate are added to 40 ml of a saturated potassium carbonate solution and then the mixture is extracted three times with 50 ml of dichloromethane. The combined organic phases are dried over magnesium sulfate, filtered and concentrated under vacuum so as to give 3.60 g of (3R)-1-[4-nitro-3-(propan-2-yloxy)phenyl]piperidin-3-amine in the form of a yellow solid.

Workup

  1. extractionthe mixture is extracted three times with 50 ml of dichloromethane
  2. dry with materialThe combined organic phases are dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum so as

Sources & evidence

ORD record
ord-6c62150cb0fa4e54a1244109dd7581df
Source dataset
uspto-grants-2015_08
Patent number
US09115140B2

Reaction notes

Loading…