Piperidine → HCID 59758966, compound

HRID 914513Notes

Reaction equation

HRID 914513 reaction equation
[C:1]([O:5][C:6](=[O:46])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17][N:18]([CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[C:19]([NH:21]C(OCC2C3C=CC=CC=3C3C2=CC=CC=3)=O)=[S:20])[N:15]=1)([CH3:9])[CH3:8])([CH3:4])([CH3:3])[CH3:2].N1CCCCC1>CO>[C:1]([O:5][C:6](=[O:46])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17][N:18]([CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[C:19]([NH2:21])=[S:20])[N:15]=1)([CH3:9])[CH3:8])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 59759440HCID 59759440, compound

Product 1

HCID 59758966HCID 59758966, compoundYield 95.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-{[4-(2-{3-[(9H-fluorene-9-ylmethoxy)carbonyl]-1-heptylthioureido}ethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester (3.1 g) synthesized in Example 629-1 in methanol (40 mL) was added piperidine (20 mL), and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and subjected to silica gel chromatography (elution solvent; hexane:ethyl acetate=2:1) to give the title compound (2.0 g) as a colorless oil.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. washsubjected to silica gel chromatography (elution solvent; hexane:ethyl acetate=2:1)

Sources & evidence

ORD record
ord-e16da5caf4a0441d97f53bf1e5158322
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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