Triethylamine → HCID 11856484, compound

HRID 2234868Notes

Reaction equation

HRID 2234868 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][CH:18]=1)[O:7][C:8]([CH3:15])([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10].Br[C:20]1[C:21](=[O:35])[N:22]([CH3:34])[C:23](=[O:33])[N:24]([CH2:26][CH2:27][CH2:28][C:29]([F:32])([F:31])[F:30])[N:25]=1.C(N(CC)CC)C>C(O)CCC.O>[CH3:14][C:8]([O:7][C:6]1[CH:16]=[CH:17][CH:18]=[C:4]([CH2:3][CH2:2][NH:1][C:20]2[C:21](=[O:35])[N:22]([CH3:34])[C:23](=[O:33])[N:24]([CH2:26][CH2:27][CH2:28][C:29]([F:30])([F:31])[F:32])[N:25]=2)[CH:5]=1)([CH3:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 187664062-[3-(2-Amino-ethyl)-phenoxy]-2-methyl-propionic acid ethyl esterHCID 59298833HCID 59298833, compound

Product 1

HCID 11856484HCID 11856484, compound

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

Compound 56 is prepared according to synthesis method 1: 1.1 g (4.4 mmol) of derivative 13b and 1 g (3.7 mmol) of triazine 4a are placed in 10 ml of nBuOH in the presence of 1.3 ml (9.3 mmol) of triethylamine. This mixture is stirred at 120° C. for 24 h. After dry concentration of the reaction medium, the residue obtained is taken up in H2O and extracted with AcOEt. The organic phases are dried on MgSO4, then dry concentrated. The oil obtained is purified by flash chromatography on silica (petroleum ether:AcOEt 90:10). 0.4 g of compound 56 is isolated in the form of an oil (yield=27%).

Workup

  1. customCompound 56 is prepared
  2. customaccording to synthesis method 1
  3. customAfter dry concentration of the reaction medium
  4. customthe residue obtained
  5. extractionextracted with AcOEt
  6. customThe organic phases are dried on MgSO4
  7. customdry
  8. concentrationconcentrated
  9. customThe oil obtained
  10. customis purified by flash chromatography on silica (petroleum ether:AcOEt 90:10)

Sources & evidence

ORD record
ord-eee9b77379dc48ccb0362140bcf7e655
Source dataset
uspto-grants-2010_05
Patent number
US07713971B2

Reaction notes

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