Piperidine → HCID 89869680, compound

HRID 1755482Notes

Reaction equation

HRID 1755482 reaction equation
C1C2C(COC(=O)[NH:17][C@@H:18]([CH3:42])[C:19](=[O:41])[NH:20][C@@H:21]([CH2:33][C:34]3[CH:39]=[CH:38][C:37]([OH:40])=[CH:36][CH:35]=3)[C:22](=[O:32])[NH:23][CH2:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])C3C(=CC=CC=3)C=2C=CC=1.N1CCCCC1>CN(C=O)C>[NH2:17][C@@H:18]([CH3:42])[C:19]([NH:20][C@@H:21]([CH2:33][C:34]1[CH:39]=[CH:38][C:37]([OH:40])=[CH:36][CH:35]=1)[C:22]([NH:23][CH2:24][C:25]([O:27][C:28]([CH3:29])([CH3:30])[CH3:31])=[O:26])=[O:32])=[O:41]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 89869677HCID 89869677, compound

Product 1

HCID 89869680HCID 89869680, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of material from Example 99 (577 mg, 0.579 mmol) in anhydrous DMF (4 mL) is added piperidine (1 mL, 10.1 mmol). The resulting solution is stirred at room temp for 20 min, then the solvent is removed in vacuo. The resulting solid is evaporated sequentially from ethyl acetate, 1,2-dichloroethane and dichloromethane and dried under high vacuum for several hours to give the title compound as a white solid in quantitative yield that contains 1 equivalent of 1-((9H-fluoren-9-yl)methyl)piperidine as a side product. LC/MS (Condition A): ret. T=4.05 min, (M+H)+ 366.

Workup

  1. customthe solvent is removed in vacuo
  2. customThe resulting solid is evaporated sequentially from ethyl acetate, 1,2-dichloroethane and dichloromethane
  3. customdried under high vacuum for several hours

Sources & evidence

ORD record
ord-935231ace1cd4fc98bb0488045dfb424
Source dataset
uspto-grants-2015_10
Patent number
US09169295B2

Reaction notes

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