Cyclopropylamine → HCID 117601763, compound

HRID 1773722Notes

Reaction equation

HRID 1773722 reaction equation
Br[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]2[C:12]([CH3:17])=[N:13][O:14][C:15]=2[CH3:16])=[CH:4][C:3]=1[I:18].[CH:19]1([NH2:22])[CH2:21][CH2:20]1>CN1C(=O)CCC1>[CH:19]1([NH:22][C:2]2[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]3[C:12]([CH3:17])=[N:13][O:14][C:15]=3[CH3:16])=[CH:4][C:3]=2[I:18])[CH2:21][CH2:20]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 117601556HCID 117601556, compound

Product 1

HCID 117601763HCID 117601763, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
130 °C

Procedure

To a mixture of 4-(4-bromo-3-iodo-5-nitrophenyl)-3,5-dimethylisoxazole (1 g, 2.36 mmol, 1 equiv.) in a pressure tube was added NMP (10 mL) and cyclopropylamine (982 μL, 14.2 mmol, 6 equiv.). The mixture was heated to 130° C. for 60 minutes in a microwave reactor. The reaction was concentrated under reduced pressure and purified by flash column chromatography to provide N-cyclopropyl-4-(3,5-dimethylisoxazol-4-yl)-2-iodo-6-nitroaniline.

Workup

  1. concentrationThe reaction was concentrated under reduced pressure
  2. custompurified by flash column chromatography

Sources & evidence

ORD record
ord-5af042bb00eb4c0c9ef1f0d28674c9f5
Source dataset
uspto-grants-2016_02
Patent number
US09255089B2

Reaction notes

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