Diisopropylethylamine → HCID 66696800, compound

HRID 561207Notes

Reaction equation

HRID 561207 reaction equation
Br[C:2]1[CH2:6][CH:5]([C:7]([NH2:9])=[O:8])[O:4][N:3]=1.[Br:10][C:11]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:12]=1[O:13][CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.C(N(CC)C(C)C)(C)C>C(O)C>[Br:10][C:11]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:12]=1[O:13][CH:14]1[CH2:15][CH2:16][N:17]([C:2]2[CH2:6][CH:5]([C:7]([NH2:9])=[O:8])[O:4][N:3]=2)[CH2:18][CH2:19]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 441183083-Bromo-4,5-dihydro-1,2-oxazole-5-carboxamideHCID 578327574-(2-Bromo-5-fluorophenoxy)piperidine

Product 1

HCID 66696800HCID 66696800, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-bromo-4,5-dihydroisoxazole-5-carboxamide (1.5 g, 7.77 mmol), 4-(2-bromo-5-fluorophenoxy)piperidine (2.56 g, 9.33 mmol) and N,N-diisopropylethylamine (3.5 mL, 20.04 mmol) in ethanol (15 mL) was heated at reflux temperature overnight. Solvent was then removed in vacuo. The residue was suspended in water and stirred for 1 h. The solid was collected, washed with water and Et2O. Drying under vacuum gave the title compound as a light brown powder.

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature overnight
  3. customSolvent was then removed in vacuo
  4. customThe solid was collected
  5. washwashed with water and Et2O
  6. customDrying under vacuum

Sources & evidence

ORD record
ord-b38cba21652543928f35c93aff5fce0f
Source dataset
uspto-grants-2011_11
Patent number
US08063224B2

Reaction notes

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