Trifluoroacetic acid → HCID 59175915, compound

HRID 1946857Notes

Reaction equation

HRID 1946857 reaction equation
C([N:8]1[CH2:16][CH2:15][CH:14]2[N:17]([C:18](=[O:21])[CH2:19][CH3:20])[CH:10]([CH2:11][CH2:12][CH2:13]2)[CH2:9]1)(OC(C)(C)C)=O.FC(F)(F)C(O)=O>ClCCl>[C:18]([N:17]1[CH:14]2[CH2:13][CH2:12][CH2:11][CH:10]1[CH2:9][NH:8][CH2:16][CH2:15]2)(=[O:21])[CH2:19][CH3:20]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68447423HCID 68447423, compound

Product 1

HCID 59175915HCID 59175915, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution in dichloromethane (7 ml) of 3-BOC-10-propionyl-3,10-diazabicy-clo[4.3.1]decane obtained in Example 13 (0.32 g), cooled at 0° C., trifluoroacetic acid (0.83 ml) in 3 ml of dichloromethane, is added. The mixture is kept under stirring at room temperature for 3 hours. The solvent is then evaporated and the residue treated with an aqueous solution of saturated NaHCO3, then extracted with CH2Cl2. The organic phase is separated, anhydrified on sodium sulphate and evaporated. 0.21 g of a light oil corresponding to the compound 10-propionyl-3,10-diazabicyclo[4.3.1]decane (14a) are obtained.

Workup

  1. customThe solvent is then evaporated
  2. additionthe residue treated with an aqueous solution of saturated NaHCO3
  3. extractionextracted with CH2Cl2
  4. customThe organic phase is separated
  5. customevaporated

Sources & evidence

ORD record
ord-a361ece6ae924f3ca8181c20fb1d4cd0
Source dataset
uspto-grants-2013_03
Patent number
US08399457B2

Reaction notes

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