Cyclohexylamine → HCID 5094778, compound

HRID 1788554Notes

Reaction equation

HRID 1788554 reaction equation
F[C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[N+:11]([O-:13])=[O:12])[C:5]([OH:7])=[O:6].[CH:14]1([NH2:20])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>CN1C(=O)CCC1>[CH:14]1([NH:20][C:2]2[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=2[N+:11]([O-:13])=[O:12])[C:5]([OH:7])=[O:6])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 2306533-Fluoro-4-nitrobenzoic acid

Product 1

HCID 5094778HCID 5094778, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 3-fluoro-4-nitrobenzoic acid (0.35 g, 1.891 mmol) and cyclohexylamine (2.17 mL, 18.91 mmol) in NMP (10 mL) was stirred under Ar at 85° C. for 6 h. The solvent was evaporated under high vacuum. The residue was purified by chromatography using CH3Cl-MeOH (10:1) as the eluent to give the title intermediate in a quantitative yield. MS: 263.11 (M−H+).

Workup

  1. customThe solvent was evaporated under high vacuum
  2. customThe residue was purified by chromatography

Sources & evidence

ORD record
ord-455a65ed6b874538915b34bc7f320e6d
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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