Potassium Carbonate → HCID 67494869, compound

HRID 1504327Notes

Reaction equation

HRID 1504327 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[C:11]([O:15][C:16]([N:18]1[CH2:23][CH2:22][NH:21][C@H:20]([CH3:24])[CH2:19]1)=[O:17])([CH3:14])([CH3:13])[CH3:12].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[C:11]([O:15][C:16]([N:18]1[CH2:23][CH2:22][N:21]([C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=2)[C@H:20]([CH3:24])[CH2:19]1)=[O:17])([CH3:14])([CH3:12])[CH3:13]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 783082-Chloro-5-nitropyridineHCID 2756811(R)-1-Boc-3-methylpiperazine

Product 1

HCID 67494869HCID 67494869, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of 2-chloro-5-nitropyridine (1.0 g, 6.3 mmol), (R)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester (1.26 g, 6.31 mmol), and potassium carbonate (2.18 g, 15.77 mmol) was stirred in DMSO (5 mL) at 120° C. overnight. The reaction mixture was concentrated under rotary evaporation and mixed with water (50 mL). The resulting precipitate was filtered, washed with water (3×10 mL) and air-dried to provide the title intermediate.

Workup

  1. concentrationThe reaction mixture was concentrated under rotary evaporation
  2. additionmixed with water (50 mL)
  3. filtrationThe resulting precipitate was filtered
  4. washwashed with water (3×10 mL)
  5. customair-dried

Sources & evidence

ORD record
ord-f9f9b94c186f46bd828d1092490e38d4
Source dataset
uspto-grants-2015_12
Patent number
US09212168B2

Reaction notes

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