Piperidine → HCID 53307299, compound

HRID 1846617Notes

Reaction equation

HRID 1846617 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[C:16]([NH:17][C:18](=[O:26])[C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=3)=[CH:15][C:14]([Cl:27])=[CH:13][N:12]=2)[CH2:7][CH2:6]1.[NH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1>C(#N)C>[Cl:25][C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=1)[C:18]([NH:17][C:16]1[C:11]([N:8]2[CH2:9][CH2:10][CH:5]([CH2:4][CH2:3][CH2:2][N:28]3[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]3)[CH2:6][CH2:7]2)=[N:12][CH:13]=[C:14]([Cl:27])[CH:15]=1)=[O:26]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 67341717HCID 67341717, compound

Product 1

HCID 53307299HCID 53307299, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
175 °C

Procedure

A mixture of 0.032 g (0.068 mmol) of N-[4-(3-bromo-propyl)-5′-chloro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-yl]-3-chloro-benzamide, 0.029 g (0.34 mmol) of piperdine, and 0.50 mL (2.8 mmol) in acetonitrile (1 mL) is heated at 175° C. in a microwave reactor for 30 minutes. The mixture is cooled to room temperature and purified by preparative reverse phase HPLC to give 0.030 g (93%) of the title compound (36) as a colorless foam. [M+H]+=475.3.

Workup

  1. temperatureThe mixture is cooled to room temperature
  2. custompurified by preparative reverse phase HPLC

Sources & evidence

ORD record
ord-df6695a1d42e4f5f800d26740402c3f7
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

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