Water → HCID 22396256, compound

HRID 1070495Notes

Reaction equation

HRID 1070495 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[N:11]=[C:10]([CH2:12][CH2:13][C:14]([NH:16][CH:17]2[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]2)=[O:15])[O:9][N:8]=1.FC(F)(F)C(O)=O.O.[OH-].[Na+]>ClCCl>[NH:20]1[CH2:21][CH2:22][CH:17]([NH:16][C:14](=[O:15])[CH2:13][CH2:12][C:10]2[O:9][N:8]=[C:7]([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[N:11]=2)[CH2:18][CH2:19]1

Participants

6

Reactant 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 22396212HCID 22396212, compound

Product 1

HCID 22396256HCID 22396256, compoundYield 63.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

tert-Butyl 4-({3-[3-(2-pyridinyl)-1,2,4-oxadiazol-5-yl]propanoyl}amino)-1-piperidinecarboxylate (0.40 g) was dissolved in dichloromethane (6 ml) and trifluoroacetic acid (3 ml) was added. After 2 hours water, 2N sodium hydroxide and dichloromethane were added and the phases were separated. The organic phase was dried, filtered and evaporated to give the subtitle compound (0.19 g).

Workup

  1. customthe phases were separated
  2. customThe organic phase was dried
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-68de14e37e9b455b94742b718f2f2d72
Source dataset
uspto-grants-2005_06
Patent number
US06903085B1

Reaction notes

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