Triethylamine → HCID 65501382, compound

HRID 2202923Notes

Reaction equation

HRID 2202923 reaction equation
[CH:1]1([C:4](Cl)=[O:5])[CH2:3][CH2:2]1.[Br:7][C:8]1[CH:14]=[C:13]([F:15])[C:11]([NH2:12])=[C:10]([F:16])[CH:9]=1.C(N(CC)CC)C>C1COCC1>[Br:7][C:8]1[CH:14]=[C:13]([F:15])[C:11]([NH:12][C:4]([CH:1]2[CH2:3][CH2:2]2)=[O:5])=[C:10]([F:16])[CH:9]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 6101914-Bromo-2,6-difluoroaniline

Product 1

HCID 65501382HCID 65501382, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Cyclopropanecarbonyl chloride (1.05 ml) was added to a solution of 4-bromo-2,6-difluoroaniline (1.00 g) and triethylamine (1.61 ml) in THF (10 ml) at room temperature. The mixture was stirred at room temperature for 2 h. The mixture was quenched with brine and extracted with EtOAc. The organic layer was separated, washed with brine, dried over MgSO4, passed through NH silica gel pad and concentrated in vacuo. The solid was washed with IPE/hexane to give the title compound (1.08 g) as a white solid.

Workup

  1. customThe mixture was quenched with brine
  2. extractionextracted with EtOAc
  3. customThe organic layer was separated
  4. washwashed with brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo
  7. washThe solid was washed with IPE/hexane

Sources & evidence

ORD record
ord-134de6712d364195a372354110f7ac0d
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

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