Trifluoroacetic acid → 2,6-Diaza-spiro[3.3]heptane-2-carboxylic acid 2,4-dichloro-benzylamide

HRID 2407530Notes

Reaction equation

HRID 2407530 reaction equation
C(OC([N:8]1[CH2:11][C:10]2([CH2:14][N:13]([C:15](=[O:26])[NH:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])[CH2:12]2)[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[Cl:25][C:19]1[CH:20]=[C:21]([Cl:24])[CH:22]=[CH:23][C:18]=1[CH2:17][NH:16][C:15]([N:13]1[CH2:14][C:10]2([CH2:11][NH:8][CH2:9]2)[CH2:12]1)=[O:26]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 866823436-(2,4-Dichloro-benzylcarbamoyl)-2,6-diaza-spiro[3.3]heptane-2-carboxylic acid tert-butyl ester

Product 1

HCID 866823442,6-Diaza-spiro[3.3]heptane-2-carboxylic acid 2,4-dichloro-benzylamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-(2,4-Dichloro-benzylcarbamoyl)-2,6-diaza-spiro[3.3]heptane-2-carboxylic acid tert-butyl ester (20 mg, 50 μmol) and trifluoroacetic acid (740 mg, 6.49 mmol) were dissolved in dichloromethane (2 mL) and the reaction mixture was stirred for 30 min at ambient temperature. Concentration of the reaction mixture in vacuo afforded the title compound which was used without further purification.

Sources & evidence

ORD record
ord-9d1aa6691bbc4770bd0a780da96ccc17
Source dataset
uspto-grants-2014_08
Patent number
US08809552B2

Reaction notes

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