tert-Butyl piperazine-1-carboxylate → HCID 59332343, compound

HRID 2066613Notes

Reaction equation

HRID 2066613 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][C:9]=1Cl)([O-:3])=[O:2].C(N(CC)C(C)C)C.[C:19]([N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1)([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]>ClCCl>[C:22]([O:21][C:19]([N:26]1[CH2:31][CH2:30][N:29]([C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[N+:1]([O-:3])=[O:2])[CH2:28][CH2:27]1)=[O:20])([CH3:25])([CH3:23])[CH3:24]

Participants

5

Reactant 3

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 521913N,N-Diethyl-2-propanamineHCID 27357814-Chloro-3-nitropyridine

Product 1

HCID 59332343HCID 59332343, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

3-Nitro-4-Chloro pyridine (10 mmol) dissolved in dichloromethane (25 mL) and diethyl iso propyl amine (20 mmol) followed Boc piperazine(10 mmol) was added to the above solution while cooling at 0° C. and the reaction mixture was stirred at room temperature for overnight . The dichloromethane was evaporated under vacuum. The resulting solid is extracted in to dichloromethane and washed with citric acid and brine solution. The evaporation of dichloromethane gave a yellow solid, 4-(3-Nitro-pyridin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester which is used for next step without purification.

Workup

  1. additionwas added to the above solution
  2. customThe dichloromethane was evaporated under vacuum
  3. extractionThe resulting solid is extracted in to dichloromethane
  4. washwashed with citric acid and brine solution
  5. customThe evaporation of dichloromethane

Sources & evidence

ORD record
ord-995d34cb4cd3417ca37b0837391ee486
Source dataset
uspto-grants-2012_10
Patent number
US08293747B2

Reaction notes

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