4-Amino-1-Boc-piperidine → HCID 68781993, compound

HRID 2264433Notes

Reaction equation

HRID 2264433 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][N:5]=[C:4](Cl)[N:3]=1.[C:11]([O:15][C:16]([N:18]1[CH2:23][CH2:22][CH:21]([NH2:24])[CH2:20][CH2:19]1)=[O:17])([CH3:14])([CH3:13])[CH3:12]>CN(C=O)C>[C:11]([O:15][C:16]([N:18]1[CH2:23][CH2:22][CH:21]([NH:24][C:4]2[N:3]=[C:2]([NH2:1])[C:7]([C:8]#[N:9])=[CH:6][N:5]=2)[CH2:20][CH2:19]1)=[O:17])([CH3:14])([CH3:12])[CH3:13]

Participants

4

Reactant 2

HCID 12682914-Amino-1-Boc-piperidineHCID 28011664-Amino-2-chloropyrimidine-5-carbonitrile

Product 1

HCID 68781993HCID 68781993, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4-amino-2-chloro-pyrimidine-5-carbonitrile (2.0 g, 12.94 mmol, 1.0 equiv; commercially available) and 4-amino-piperidine-1-carboxylic acid tert-butyl ester (3.1 g, 15.53 mmol, 1.2 equiv; commercially available) in anhydrous DMF (20 mL) was heated to 60° C. for 4 h. The organic phase was concentrated under reduced pressure and the crude product purified by crystallization from ethyl acetate providing 3.02 g (74%) of the title compound. MS (ISN): 317.1 [M−H]−.

Workup

  1. concentrationThe organic phase was concentrated under reduced pressure
  2. customthe crude product purified by crystallization from ethyl acetate providing 3.02 g (74%) of the title compound

Sources & evidence

ORD record
ord-06fbf30802a94f7ba497fe3657dd76ba
Source dataset
uspto-grants-2010_12
Patent number
US07855194B2

Reaction notes

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