Hydrochloric Acid → HCID 21974247, compound

HRID 2075909Notes

Reaction equation

HRID 2075909 reaction equation
[ClH:1].C(OCC)(=O)C.[C:8]12([CH2:18][CH2:19][N:20]([CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[C:21]([NH:23][CH2:24][CH2:25][CH2:26][C:27]3[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=3)=[O:22])[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]3)[CH2:9]1)[CH2:15]2>C(Cl)(Cl)Cl>[ClH:1].[C:8]12([CH2:18][CH2:19][N:20]([CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[C:21]([NH:23][CH2:24][CH2:25][CH2:26][C:27]3[CH:28]=[CH:29][N:30]=[CH:31][CH:32]=3)=[O:22])[CH2:15][CH:14]3[CH2:16][CH:10]([CH2:11][CH:12]([CH2:13]3)[CH2:17]1)[CH2:9]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 101585621-(2-(1-Adamantyl)ethyl)-1-pentyl-3-(3-(4-pyridyl)propyl)urea

Product 1

HCID 21974247HCID 21974247, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A 4 N solution of hydrogen chloride in ethyl acetate (0.400 ml, 1.60 mmol) was added to a solution of 1-[2-(1-adamantyl)ethyl]-1-pentyl-3-[3-(4-pyridyl)propyl]urea (Compound No. 1-1) (200 mg, 0.486 mmol) in chloroform (0.3 ml). The solvent was evaporated under reduced pressure, and the precipitated solid was washed with ethyl acetate and filtered off. The obtained crude crystals were recrystallized from 2-butanone (5.0 ml) to give 94 mg (43%) of the titled compound.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. washthe precipitated solid was washed with ethyl acetate
  3. filtrationfiltered off
  4. customThe obtained crude crystals
  5. customwere recrystallized from 2-butanone (5.0 ml)

Sources & evidence

ORD record
ord-641cf3df8e4b44eeac8180c564f37a81
Source dataset
uspto-grants-2011_04
Patent number
US07923461B2

Reaction notes

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