Hydrochloric Acid → HCID 178508042, compound

Reaction equation

[NH2:1][C:2]1[C:7]([NH:8][C:9](=[O:18])[O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.ClC1C=CC=C(C(OO)=[O:27])C=1.Cl>CC(C)=O>[NH2:1][C:2]1[C:7]([NH:8][C:9](=[O:18])[O:10][CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[CH:6][CH:5]=[CH:4][N+:3]=1[O-:27]

Participants

Procedure

To a solution of benzyl (2-aminopyridin-3-yl)carbamate in acetone was added a solution of m-chloro perbenzoic acid in acetone and the suspension was stirred at room temperature. After 2 hours the suspension was cooled to 0° C., HCl (2N in Et2O) was added, and the precipitate filtered. To the precipitate was added saturated aqueous NaHCO3, EtOAc and MeOH and the mixture stirred until dissolution. The solution was evaporated and the residue washed with water until the pH of the filtrate was neutral. The solid was dried under vacuum.