HCID 20066633, compound → HCID 20066665, compound

HRID 358766Notes

Reaction equation

HRID 358766 reaction equation
[CH3:1][N:2]([CH3:32])[C:3]([CH:5]1[CH2:10][N:9]([C:11](=[O:24])[C:12]2[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=2)[CH2:8][CH2:7][N:6]1C(OC(C)(C)C)=O)=[O:4]>Cl.C(OCC)(=O)C>[CH3:32][N:2]([CH3:1])[C:3]([CH:5]1[CH2:10][N:9]([C:11](=[O:24])[C:12]2[CH:13]=[C:14]([O:22][CH3:23])[C:15]([O:20][CH3:21])=[C:16]([O:18][CH3:19])[CH:17]=2)[CH2:8][CH2:7][NH:6]1)=[O:4]

Participants

3

Reactant 1

HCID 20066633HCID 20066633, compound

Product 1

HCID 20066665HCID 20066665, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

A mixture of N,N-dimethyl 1-tert-butoxycarbonyl-4(3,4,5-trimethoxybenzoyl)piperazine-2-carboxamide (2.0 g) and 3N HCl - ethyl acetate (20 ml) is stirred for 30 minutes at room temperature. The reaction mixture is concentrated, and the concentrate is poured into a saturated aqueous solution of potassium carbonate, followed by extraction with dichloromethane. The organic layer is dried and concentrated to afford N,N-dimethyl 4-(3,4,5-trimethoxybenzoyl)piperazine-2-carboxamide (1.5 g) as colorless crystals, m.p. 167-168° C.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. additionthe concentrate is poured into a saturated aqueous solution of potassium carbonate
  3. extractionfollowed by extraction with dichloromethane
  4. customThe organic layer is dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-008c9a36b6054ee58dd7139da6ec5531
Source dataset
uspto-grants-1991_03
Patent number
US04997836

Reaction notes

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