Triethylamine → HCID 57930970, compound

HRID 1096938Notes

Reaction equation

HRID 1096938 reaction equation
[N:1]1([C:6]2[CH:7]=[C:8]([C:16]([O-:18])=O)[CH:9]=[C:10]([CH:15]=2)[C:11]([O:13][CH3:14])=[O:12])[CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl-].[NH4+].C([N:23](CC)CC)C>CN(C=O)C>[CH3:14][O:13][C:11]([C:10]1[CH:9]=[C:8]([CH:7]=[C:6]([N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:15]=1)[C:16]([NH2:23])=[O:18])=[O:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 86635507HCID 86635507, compound

Product 1

HCID 57930970HCID 57930970, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N,N′-carbonylimidazole (114 mg, 0.70 mmol) was added to a DMF (3 mL) solution of methyl 5-(1-pyrrolidinyl)isophthalate (146 mg, 0.59 mmol), and stirred at room temperature for 1 hour. Ammonium chloride (94 mg, 1.76 mmol) and triethylamine (0.246 mL, 1.76 mmol) were added to it, and further stirred at room temperature for 13 hours. The reaction mixture was concentrated under reduced pressure, water was added to the residue, and the formed insoluble matter was taken out through filtration, washed and dried to obtain the title compound as a pale yellow solid.

Workup

  1. stirringfurther stirred at room temperature for 13 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure, water
  3. additionwas added to the residue
  4. filtrationthe formed insoluble matter was taken out through filtration
  5. washwashed
  6. customdried

Sources & evidence

ORD record
ord-7148dbd2738a4fd3be1097ca83380bf6
Source dataset
uspto-grants-2012_03
Patent number
US08138197B2

Reaction notes

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