Ethyl Acetate → HCID 19762530, compound

HRID 248962Notes

Reaction equation

HRID 248962 reaction equation
[CH3:1][N:2]([CH2:6][CH2:7][CH:8]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH2:3][CH2:4][NH2:5].[C:21](N1C=CN=C1)(N1C=CN=C1)=[O:22].[N:33]1([CH2:39][C:40]2[CH:41]=[C:42]([CH:48]=[CH:49][CH:50]=2)[O:43][CH2:44][CH2:45][CH2:46][NH2:47])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1.C(OCC)(=O)C>O1CCCC1>[C:15]1([CH:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH2:7][CH2:6][N:2]([CH2:3][CH2:4][NH:5][C:21]([NH:47][CH2:46][CH2:45][CH2:44][O:43][C:42]2[CH:48]=[CH:49][CH:50]=[C:40]([CH2:39][N:33]3[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]3)[CH:41]=2)=[O:22])[CH3:1])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 682631,1'-CarbonyldiimidazoleHCID 102205613-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amineHCID 19762593HCID 19762593, compound

Product 1

HCID 19762530HCID 19762530, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Preparation is effected analogously to Example 63, using 0.33 g (1.2 mmol) of N-methyl-N-[3-phenyl-3-(2-pyridyl)propyl]-1,2-ethanediamine, an equimolar amount of 1,1'-carbonyldiimidazole and 0.4 g (1.6 mmol) of 3-[3-(piperidinomethyl)phenoxy]propaneamine in 10 ml of absolute tetrahydrofuran as starting materials. Working up by chromatography (eluant: ethyl acetate) analogously to Example 63 yields the purified title compound in the form of an oil; MS (EI-80 eV): m/z (rel. int.[%])=543 ([M]+, 1), 84 (100). For analytical purposes a sample is converted into the hydrochloride and recrystallised from ether/ethanol; m.p.: from 130° C. with decomposition.

Workup

  1. customPreparation
  2. custompurified title compound in the form of an oil
  3. customrecrystallised from ether/ethanol
  4. customfrom 130° C.

Sources & evidence

ORD record
ord-aa5631361ad34166a6e60136f0625dec
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

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