Hydrochloric Acid → HCID 23158224, compound

HRID 601663Notes

Reaction equation

HRID 601663 reaction equation
C([Al]([CH2:6][CH3:7])CC)C.CNCCNC.C[O:15][C:16](=O)[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[N:19][C:18]=1[O:25][CH3:26].Cl>C1(C)C=CC=CC=1.CCCCCC>[CH3:26][O:25][C:18]1[C:17]([C:16](=[O:15])[CH2:6][CH3:7])=[CH:22][CH:21]=[C:20]([O:23][CH3:24])[N:19]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8070N,N'-DimethylethylenediamineHCID 10703069Methyl 2,6-dimethoxynicotinateHCID 16682930Triethylaluminum

Product 1

HCID 23158224HCID 23158224, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolvent2×HCID 8058HexaneSolvent

Procedure

Under nitrogen atmosphere, 15% hexane solution of triethyl aluminium was dropped at 0° C. to 26 m solution of toluene with 0.6 ml of N,N′-dimethyl-ethan-1,2-diamine, and the mixture was stirred at room temperature for 1 hour. Then, 5 ml solution of toluene with 1 g of 2,6-dimethoxy-nicotinic acid methylester was dropped at room temperature, and the mixture was stirred at 130° C. for 1 hour. The reaction solution was cooled down under ice temperature, 1M of hydrochloric acid was added, and extracted with ethyl acetate. Ethyl acetate layer was washed with saturated saline solution, dried with anhydrous sodium sulfate. The solvents were distilled outunder reduced pressure to obtain 156 mg of the above compound.

Workup

  1. stirringthe mixture was stirred at 130° C. for 1 hour
  2. additionwas added
  3. extractionextracted with ethyl acetate
  4. washEthyl acetate layer was washed with saturated saline solution
  5. dry with materialdried with anhydrous sodium sulfate
  6. distillationThe solvents were distilled outunder reduced pressure

Sources & evidence

ORD record
ord-ada68284eabd4dc8a978ddba728bc826
Source dataset
uspto-grants-2011_03
Patent number
US07902369B2

Reaction notes

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