Hydrochloric Acid → HCID 17756074, compound

HRID 491588Notes

Reaction equation

HRID 491588 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@@H:3]1[CH2:7][O:8][C:9]1[CH:10]=[C:11]([NH:19]C(=O)C)[CH:12]=[CH:13][C:14]=1[C:15]([F:18])([F:17])[F:16].Cl>CCO>[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@@H:3]1[CH2:7][O:8][C:9]1[CH:10]=[C:11]([NH2:19])[CH:12]=[CH:13][C:14]=1[C:15]([F:16])([F:17])[F:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69016587HCID 69016587, compound

Product 1

HCID 17756074HCID 17756074, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

A solution of (R)-N-[3-(1-methyl-pyrrolidin-2-ylmethoxy)-4-trifluoromethyl-phenyl]-acetamide (0.49 g, 1.56 mmol) in 18 mL EtOH was added 11 mL concentrated HCl. The reaction was heated, in a sealed tube, at 70° C. for 6 h, then at 100° C. for 2 h. The reaction was cooled, concentrated to aqueous, basified with 6 N NaOH, and extracted 4 times with CH2Cl2. The combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo to yield the title compound as a tan solid.

Workup

  1. temperatureThe reaction was cooled
  2. concentrationconcentrated to aqueous,
  3. extractionextracted 4 times with CH2Cl2
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c3cb79f480f84610ac9560dbe68857c6
Source dataset
uspto-grants-2009_05
Patent number
US07531553B2

Reaction notes

Loading…