Trifluoroacetic acid → HCID 58911292, compound

HRID 1295873Notes

Reaction equation

HRID 1295873 reaction equation
C(O[C:6](=O)[N:7]([CH2:9][CH:10]1[CH2:14][CH2:13][N:12]([CH:15]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:11]1)C)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH:15]([N:12]1[CH2:13][CH2:14][CH:10]([CH2:9][NH:7][CH3:6])[CH2:11]1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58911304HCID 58911304, compound

Product 1

HCID 58911292HCID 58911292, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(1-Benzhydryl-pyrrolidin-3-ylmethyl)methyl carbamic acid-tert-butyl ester (0.47 g, 1.67 mmol) was dissolved in dry CH2Cl2 (15 ml) followed by addition of TFA (8 ml). The resulting solution was stirred at r.t. for 2 hrs. The solution was concentrated under reduced pressure. The resulting residue was dissolved in water (12 ml) and pH of the solution was adjusted to 10. The water phase was extracted with CH2Cl2 (100 ml), and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give the desired product in almost quantitative yield.

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. dissolutionThe resulting residue was dissolved in water (12 ml)
  3. extractionThe water phase was extracted with CH2Cl2 (100 ml)
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-9355501d98b0437c9c1ac0213cb4c3fe
Source dataset
uspto-grants-2007_07
Patent number
US07244758B2

Reaction notes

Loading…