Isopropylamine → HCID 23509647, compound

HRID 1882765Notes

Reaction equation

HRID 1882765 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].[CH:16]([NH2:19])([CH3:18])[CH3:17]>>[CH:16]([NH:19][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])([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 235096522-Cyano-3-fluorobiphenyl

Product 1

HCID 23509647HCID 23509647, compound

Conditions

Temperature
95 °C

Procedure

The product of example 1a above, 2-fluoro-6-phenylbenzonitrile, (0.12 g, 0.61 mmol), and isopropylamine (3 mL) were combined in a sealed tube that had been flushed with argon. The tube was heated in an oil bath to 95° C. for 7 days. The excess isopropylamine was evaporated, .and the residue was flash chromatographed on silica gel eluted with 0-3% ethyl acetate in hexane, and then crystallized from hexane to give the title product as a white crystalline product. ES (+) MS m/e=237 (MH+)

Workup

  1. customthat had been flushed with argon
  2. customThe excess isopropylamine was evaporated
  3. customchromatographed on silica gel
  4. washeluted with 0-3% ethyl acetate in hexane
  5. customcrystallized from hexane

Sources & evidence

ORD record
ord-43e062be610b4d17b9a5fb52443be60e
Source dataset
uspto-grants-2004_07
Patent number
US06759410B1

Reaction notes

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