Hydrochloric Acid → HCID 86661313, compound

Reaction equation

CP(C)C.[N:5]([CH2:8][C:9]1[N:10]=[C:11]([NH:14][C:15]([NH:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)=[O:16])[S:12][CH:13]=1)=[N+]=[N-].[ClH:26]>C1COCC1>[ClH:26].[NH2:5][CH2:8][C:9]1[N:10]=[C:11]([NH:14][C:15]([NH:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)=[O:16])[S:12][CH:13]=1

Participants

Procedure

Trimethylphosphine (107 μL, 1.2 mmol) was added dropwise to a THF (5 mL) solution of 1-(4-(azidomethyl)thiazol-2-yl)-3-(3-fluorobenzyl)urea (307 mg, 1.0 mmol) at 0 C under a nitrogen atmosphere. The mixture was stirred for 22 hours then HCl (0.5 mL, 4M in water) was added and the stirring was continued for 22 hours. Upon evaporation of the mixture, the product was recrystallized from acetonitrile to afford 1-(4-(aminomethyl) thiazol-2-yl)-3-(3-fluorobenzyl)urea hydrochloride. 1H NMR (400 MHz, CD3OD): δ 10.3 (1H, br), 7.34 (m, 1H), 7.17-6.95 (m, 4H), 4.45 (s, 2H), 4.08 (s, 2H). MS (ES+): M/Z 281 (M+H)+.