Tetrahydrofuran → HCID 67280986, compound

HRID 2408423Notes

Reaction equation

HRID 2408423 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH:16]([O:23][C:24](=[O:26])[NH2:25])[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C(N([CH2:32][CH3:33])CC)C.O1C[CH2:37][CH2:36][CH2:35]1>O>[CH:33]1([O:1][C:2]2[CH:7]=[CH:6][C:5]([N:8]3[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH:16]([O:23][C:24](=[O:26])[NH2:25])[C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[CH2:10][CH2:9]3)=[CH:4][CH:3]=2)[CH2:32][CH2:37][CH2:36][CH2:35]1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 67280963HCID 67280963, compound

Product 1

HCID 67280986HCID 67280986, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The compound ‘carbamic acid 3-[4-(4-hydroxy-phenyl)-piperazin-1-yl]-1-phenyl-propyl ester (2 mmol) prepared in Example 84 was dissolved in tetrahydrofuran (25 mL), and triethylamine (2.4 mmol) and bromopentyl (2.4 mmol) were added thereto, and the resulting mixture was stirred at 80? for 10 hours. The reaction mixture was diluted with water, and extracted several times with ethyl acetate to obtain an organic phase. The prepared organic phase was dried over magnesium sulfate, and concentrated under a reduced pressure. The resulting pellet was purified with column chromatography (hexane:ethyl acetate=1:1) to obtain a title compound.

Workup

  1. extractionextracted several times with ethyl acetate
  2. customto obtain an organic phase
  3. dry with materialThe prepared organic phase was dried over magnesium sulfate
  4. concentrationconcentrated under a reduced pressure
  5. customThe resulting pellet was purified with column chromatography (hexane:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-2a89e16ba028444f8b2c73487307820c
Source dataset
uspto-grants-2014_08
Patent number
US08815852B2

Reaction notes

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