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

HRID 2281667Notes

Reaction equation

HRID 2281667 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-0034c598f1a3432fb7bccd5fd7e37e14
Source dataset
uspto-grants-2015_09
Patent number
US09139593B2

Reaction notes

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