Isoamylamine → HCID 9820514, compound

HRID 1857461Notes

Reaction equation

HRID 1857461 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:4]=[C:5]([NH:13][C:14](=[N:22][C:23]#[N:24])OC2C=CC=CC=2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[CH3:27][CH:28]([CH3:32])[CH2:29][CH2:30][NH2:31].C(N(CC)CC)C>C(#N)C>[C:23]([NH:22][C:14]([NH:13][C:5]1[CH:6]=[C:7]([C:9]([F:11])([F:10])[F:12])[CH:8]=[C:3]([C:2]([F:1])([F:26])[F:25])[CH:4]=1)=[N:31][CH2:30][CH2:29][CH:28]([CH3:32])[CH3:27])#[N:24]

Participants

5

Reactant 3

HCID 7894IsoamylamineHCID 8471TriethylamineHCID 178512266HCID 178512266, compound

Product 1

HCID 9820514HCID 9820514, compoundYield 27.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of N-(3,5-bis(trifluoromethyl)phenyl)-N'-cyano-O-phenylisourea (1 mmol, 373 mg), 3-methylbutylamine (1.15 mmol,100 mg) and triethylamine (1.5 mmol, 150 mg) in acetonitrile (2 ml) was stirred for 24 h at 60° C. After concentration the residue was purified by column chromatography (heptane:ethyl acetate 1:1) to give the title compound (100 mg, 27%).

Workup

  1. concentrationAfter concentration the residue
  2. customwas purified by column chromatography (heptane:ethyl acetate 1:1)

Sources & evidence

ORD record
ord-0fb2d5d0fbdf4501b7e225e64cda3c1f
Source dataset
uspto-grants-2000_11
Patent number
US06147098

Reaction notes

Loading…