Hydrochloric Acid → HCID 18770382, compound

HRID 479392Notes

Reaction equation

HRID 479392 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-9c6f34499cf34e598b1dbc1753ec658b
Source dataset
uspto-grants-2003_11
Patent number
US06645957B2

Reaction notes

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