4-(N-Boc-amino)piperidine → HCID 86608248, compound

HRID 2233848Notes

Reaction equation

HRID 2233848 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:10])[N:9]=1)[C:5]#[N:6].[NH:11]1[CH2:16][CH2:15][CH:14]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH2:13][CH2:12]1>CN1C(=O)CCC1>[Cl:10][C:8]1[N:9]=[C:2]([N:11]2[CH2:12][CH2:13][CH:14]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:22])([CH3:21])[CH3:23])[CH2:15][CH2:16]2)[CH:3]=[C:4]([C:5]#[N:6])[CH:7]=1

Participants

4

Reactant 2

HCID 7238334-(N-Boc-amino)piperidineHCID 7359062,6-Dichloroisonicotinonitrile

Product 1

HCID 86608248HCID 86608248, compoundYield 82.5%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

TEA (0.20 ml, 1.44 mmol) and 2,6-dichloroisonicotinonitrile (0.25 g, 1.44 mmol) were added to a solution of tert-butyl piperidin-4-ylcarbamate (0.28 g, 1.44 mmol) in NMP (2 ml). Using a Smith Microwave Synthesizer, the mixture was subjected to single-mode microwave at 150° C. for 10 minutes. The crude mixture was partitioned between water and EtOAc and washed (×2) with water. The extracts were combined dried over MgSO4 and concentrated to give the title compound (400 mg).

Workup

  1. customat 150° C.
  2. customfor 10 minutes
  3. customThe crude mixture was partitioned between water and EtOAc
  4. washwashed (×2) with water
  5. dry with materialThe extracts were combined dried over MgSO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ee2acbd117dd471fbe746e6616aba8e3
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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