4-Fluorobenzylamine → HCID 22346292, compound
Reaction equation
C([O:9][C:10]1[C:11]([C:27]([O:29]C)=O)=[N:12][C:13]([O:20][CH2:21][C:22]([N:24]([CH3:26])[CH3:25])=[O:23])=[C:14]2[C:19]=1[N:18]=[CH:17][CH:16]=[CH:15]2)(=O)C1C=CC=CC=1.[F:31][C:32]1[CH:39]=[CH:38][C:35]([CH2:36][NH2:37])=[CH:34][CH:33]=1>C1(C)C=CC=CC=1>[F:31][C:32]1[CH:39]=[CH:38][C:35]([CH2:36][NH:37][C:27]([C:11]2[C:10]([OH:9])=[C:19]3[C:14]([CH:15]=[CH:16][CH:17]=[N:18]3)=[C:13]([O:20][CH2:21][C:22]([N:24]([CH3:25])[CH3:26])=[O:23])[N:12]=2)=[O:29])=[CH:34][CH:33]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 110 °C
Procedure
A mixture of methyl ester from Step 1 (0.28 g, 0.68 mmol) and 4-fluorobenzylamine (0.16 mL, 1.43 mmol) in toluene (5 mL) was heated in an oil bath at 110° C. overnight. The resultant precipitate was filtered, washed with diethyl ether, and dried under vacuum. The solid was dissolved in DMSO and subjected to HPLC purification on C-18 stationary phase eluted with water/acetonitrile/TFA mobile phase. Collection and lyophilization of appropriate fractions provided the title compound as yellow solid.