1-Phenethylamine → HCID 69749319, compound

HRID 1882767Notes

Reaction equation

HRID 1882767 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].[C:16]1([CH:22]([NH2:24])[CH3:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[C:16]1([CH:22]([NH:24][C:2]2[CH:9]=[CH:8][CH:7]=[C:6]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:3]=2[C:4]#[N:5])[CH3:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 74081-PhenethylamineHCID 235096522-Cyano-3-fluorobiphenyl

Product 1

HCID 69749319HCID 69749319, compound

Conditions

Temperature
120 °C

Procedure

The product of example 1a above, 2-fluoro-6-phenylbenzonitrile, (0.118 g, 0.6 mmol), and (+/−)-1-(phenyl)ethylamine (0.5 mL) were combined in a sealed tube that had been flushed with argon. The tube was heated in an oil bath to 120° C. for 18 hours. The reaction was not complete at this time, so the reaction was heated at 150° C. for an additional 48 hours. Flash chromatography on silica gel eluted with 0-3% ethyl acetate in hexane gave the title product. ES (+) MS m/e=299 (MH+)

Workup

  1. customthat had been flushed with argon
  2. temperaturewas heated at 150° C. for an additional 48 hours
  3. washFlash chromatography on silica gel eluted with 0-3% ethyl acetate in hexane

Sources & evidence

ORD record
ord-4a1bc788da2843339a1e36199a433ce3
Source dataset
uspto-grants-2004_07
Patent number
US06759410B1

Reaction notes

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