Hydrochloric Acid → HCID 18770382, compound

HRID 1279435Notes

Reaction equation

HRID 1279435 reaction equation
[ClH:1].C(OCC)(=O)C.C(OC([N:15]1[CH2:20][CH2:19][CH:18]([CH2:21][N:22]([CH3:37])[CH2:23][CH:24]2[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH2:25]2)[CH2:17][CH2:16]1)=O)(C)(C)C>C(Cl)Cl>[ClH:1].[ClH:1].[ClH:1].[NH:15]1[CH2:20][CH2:19][CH:18]([CH2:21][N:22]([CH3:37])[CH2:23][CH:24]2[CH2:25][CH2:26][NH:27][CH2:28][CH2:29]2)[CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 18770396HCID 18770396, compound

Product 1

HCID 18770382HCID 18770382, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

After a 4N hydrogen chloride in ethyl acetate (5 ml; 20 mmol) was added to a solution in methylene chloride (3 ml) of N,N-bis[(1-tert-butoxycarbonyl-4-piperidinyl)methyl]methylamine (640 mg; 1.5 mmol) synthesized by the above process under ice cooling. The ice bath was removed, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure, and the resultant crude crystals were recrystallized from methanol-diethyl ether, thereby obtaining 412 mg (yield: 82%) of the title compound as colorless needles (melting point: 280° C. or higher).

Workup

  1. customsynthesized by the above process under ice cooling
  2. customThe ice bath was removed
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe resultant crude crystals were recrystallized from methanol-diethyl ether

Sources & evidence

ORD record
ord-1764bd7c8f524381b3320e62d82632c7
Source dataset
uspto-grants-2002_09
Patent number
US06448242B1

Reaction notes

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