Hydrogen chloride-ethyl acetate → HCID 68411524, compound

HRID 1511668Notes

Reaction equation

HRID 1511668 reaction equation
C(OC([NH:8][CH2:9][CH2:10][N:11]1[CH2:16][CH:15]([O:17][C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=2)[C:14]2[CH:26]=[CH:27][O:28][C:13]=2[CH2:12]1)=O)(C)(C)C.[ClH:29].C(OCC)(=O)C>CO>[ClH:24].[ClH:29].[NH2:8][CH2:9][CH2:10][N:11]1[CH2:16][CH:15]([O:17][C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=2)[C:14]2[CH:26]=[CH:27][O:28][C:13]=2[CH2:12]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 68412430HCID 68412430, compound

Product 1

HCID 68411524HCID 68411524, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-(2-[(tert-Butoxycarbonyl)amino]ethyl)-4-(3,4-di-chlorophenyloxy)-4,5,6,7-tetrahydrofuro[2,3-c]pyridine (35 mg) prepared in the step 1 was dissolved in 2 mL of dehydrated methanol, 20 equivalents of a hydrochloric acid/ethyl acetate solution was dropped thereinto and the mixture was stirred at room temperature for 1 hour. The reaction solution was concentrated in vacuo to evaporate the solvent and excess hydrochloric acid. To the resulting residue was added 2 mL of diethyl ether, the mixture was stirred and the solid separated out therefrom was filtered and dried to give 8 mg of the objective compound.

Workup

  1. concentrationThe reaction solution was concentrated in vacuo
  2. customto evaporate the solvent and excess hydrochloric acid
  3. additionTo the resulting residue was added 2 mL of diethyl ether
  4. stirringthe mixture was stirred
  5. customthe solid separated out
  6. filtrationtherefrom was filtered
  7. customdried

Sources & evidence

ORD record
ord-22c0d503650c448ba7530c9fc6c661bb
Source dataset
uspto-grants-2012_07
Patent number
US08217031B2

Reaction notes

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