Cyclohexylamine → HCID 23509651, compound

HRID 1882763Notes

Reaction equation

HRID 1882763 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]1([NH2:22])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>>[CH:16]1([NH:22][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])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 7965CyclohexylamineHCID 235096522-Cyano-3-fluorobiphenyl

Product 1

HCID 23509651HCID 23509651, compound

Conditions

Temperature
100 °C

Procedure

The product of example la above, 2-fluoro-6-phenylbenzonitrile, (0.1 g, 0.51 mmol), and cyclohexylamine (1 mL) were combined in a sealed tube that had been flushed with argon. The tube was heated in an oil bath to 100° C. for 1.6 hours. The excess cyclohexylamine was evaporated, and the residue was flash chromatographed on silica gel eluted with 0-2% ethyl acetate in hexane, and then recrystallized from methylene chloride/hexane to give the title product as a white crystalline product. mp 125-126° C.

Workup

  1. customhad been flushed with argon
  2. customThe excess cyclohexylamine was evaporated
  3. customchromatographed on silica gel
  4. washeluted with 0-2% ethyl acetate in hexane
  5. customrecrystallized from methylene chloride/hexane

Sources & evidence

ORD record
ord-ef52d34ab06e4bb5aa0775a587fe81e3
Source dataset
uspto-grants-2004_07
Patent number
US06759410B1

Reaction notes

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