Piperidine → HCID 67341377, compound

HRID 1846621Notes

Reaction equation

HRID 1846621 reaction equation
Br[CH2:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:14]([NH:15][C:16](=[O:24])[C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[CH:18]=3)=[CH:13][C:12]([Cl:25])=[CH:11][N:10]=2)[CH2:5][CH2:4]1.[NH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1.[CH:32](N(CC)C(C)C)(C)C>C(#N)C>[Cl:23][C:19]1[CH:18]=[C:17]([CH:22]=[CH:21][CH:20]=1)[C:16]([NH:15][C:14]1[C:9]([N:6]2[CH2:7][CH2:8][CH:3]([CH:2]([N:26]3[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)[CH3:32])[CH2:4][CH2:5]2)=[N:10][CH:11]=[C:12]([Cl:25])[CH:13]=1)=[O:24]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 81531DiisopropylethylamineHCID 67340945HCID 67340945, compound

Product 1

HCID 67341377HCID 67341377, compoundYield 6.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 0.030 g (0.066 mmol) of N-(4-bromomethyl-5′-chloro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-yl)-3-chloro-benzamide, 0.028 g (0.033 mmol) of piperidine, and 0.10 mL (0.58 mmol) of N,N-diisopropylethylamine 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 0.001 g (3%) of the title compound (43) as a colorless solid. [M+H]+=461.2.

Workup

  1. temperatureis heated at 175 C in a microwave reactor for 30 minutes
  2. custompurified by preparative reverse phase HPLC

Sources & evidence

ORD record
ord-ee27f1fc215341b6aebae973b12be583
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

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