Benzylamine → HCID 23509649, compound

HRID 1882769Notes

Reaction equation

HRID 1882769 reaction equation
F[C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:3]=1[C:4]#[N:5].[CH2:16]([NH2:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:16]([NH:23][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:3]=1[C:4]#[N:5])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 235096522-Cyano-3-fluorobiphenyl

Product 1

HCID 23509649HCID 23509649, compound

Conditions

Temperature
150 °C

Procedure

The product of example 1a above, 2-fluoro-6-phenylbenzonitrile, (0.118 g, 0.6 mmol), and benzylamine (0.5 mL) were combined in a sealed tube that had been flushed with argon. The tube was heated in an oil bath to 150° C. for 24 hours. The residue was dissolved in methylene chloride (10 mL) and treated with an excess of polystyrene supported isocyanate resin for 30 minutes to remove the excess benzylamine. Filtration and evaporation gave the title product. ES (+) MS m/e=285 (MH+)

Workup

  1. customthat had been flushed with argon
  2. dissolutionThe residue was dissolved in methylene chloride (10 mL)
  3. additiontreated with an excess of polystyrene
  4. customfor 30 minutes
  5. customto remove the excess benzylamine
  6. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-665d59a89b9848b09daf03100bbc7c6b
Source dataset
uspto-grants-2004_07
Patent number
US06759410B1

Reaction notes

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