Cyclooctylamine → N-Cyclooctyl-4-iodo-3-methylpyridin-2-amine

HRID 336609Notes

Reaction equation

HRID 336609 reaction equation
F[C:2]1[C:7]([CH3:8])=[C:6]([I:9])[CH:5]=[CH:4][N:3]=1.[CH:10]1([NH2:18])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>ClCCl>[CH:10]1([NH:18][C:2]2[C:7]([CH3:8])=[C:6]([I:9])[CH:5]=[CH:4][N:3]=2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 2903CyclooctylamineHCID 117762982-Fluoro-4-iodo-3-methylpyridine

Product 1

HCID 84819603N-Cyclooctyl-4-iodo-3-methylpyridin-2-amine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Fluoro-4-iodo-3-methylpyridine (700 mg) in cyclooctanamine (3.8 g) was heated at 130° C. overnight, cooled and diluted with dichloromethane. The resulting mixture was loaded onto a silica gel cartridge, eluting with 0-100% dichloromethane in hexanes to provide the title compound.

Workup

  1. temperaturecooled
  2. washeluting with 0-100% dichloromethane in hexanes

Sources & evidence

ORD record
ord-02a5563f7b3d4a919e9b2ef4c9245577
Source dataset
uspto-grants-2014_11
Patent number
US08889675B2

Reaction notes

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