Hydrochloric Acid → HCID 21974247, compound

HRID 1393178Notes

Reaction equation

HRID 1393178 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-f2b92b4d82bb422a93967adc3af6c0dd
Source dataset
uspto-grants-2008_03
Patent number
US07345064B2

Reaction notes

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