Isopropylamine → HCID 3651853, compound

HRID 1634805Notes

Reaction equation

HRID 1634805 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4]([OH:6])=O.C(N1C=CN=C1)(N1C=CN=C1)=O.[CH:24]([NH2:27])([CH3:26])[CH3:25]>C(Cl)Cl>[CH:24]([NH:27][C:4](=[O:6])[C:3]1[C:7]([F:11])=[CH:8][CH:9]=[CH:10][C:2]=1[F:1])([CH3:26])[CH3:25]

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 97962,6-Difluorobenzoic acidHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 3651853HCID 3651853, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2,6-difluorobenzoic acid (10 g, 63 mmol) and carbonyldiimidazole (10.26 g, 63.5 mmol) in 300 mL methylene chloride was stirred for 1 hour at ambient temperature. Isopropyl amine (5.39 mL, 63.25 mmol) was added and stirring was continued over night. An equivalent volume of methylene chloride was added, and the reaction mixture was washed with water, 1M NaOH, 1M HCl, and brine. The organic phase was dried (Na2SO4) and concentrated in vacuo to give a near quantitative yield of the amide as a white solid.

Workup

  1. waitwas continued over night
  2. washthe reaction mixture was washed with water, 1M NaOH, 1M HCl, and brine
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f0816fff4f3b4be38797e59654f29d98
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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