Hydrochloric Acid → HCID 178507200, compound

Participants

Reaction Steps

8-(3-iodonaphthalen-2-ylthio)-9H-purin-6-amine (S13-5). To a suspension of S13-4 (14 mg, 0.0454 mmol) in water (150 μL) at 5° C. was added 6 M HCl (140 μL) over 5 min. Then a solution of NaNO2 (6.3 mg, 0.0908 mmol) in water (70 μL) was added dropwise over 30 min. at below 5° C. The mixture was stirred for an additional 10 min., then urea (1.9 mg, 0.0317 mmol) was added slowly. After 10 minutes, a solution of KI (22.6 mg, 0.136 mmol) in water (70 μL) was added dropwise over 5 min. and the mixture was stirred overnight. The solvent was removed under reduced pressure and the residue was purified by preparatory TLC (CH2Cl2:MeOH—NH3 (7N), 8:1) to give 8 mg (42%) of S13-5 as a solid. 1H NMR (500 MHz, CDCl3/MeOH-d4) δ 8.51 (s, 1H), 8.17 (s, 2H), 7.75-7.80 (m, 2H), 7.52-7.60 (m, 2H); MS (ESI) m/z 420.01 [M+H]+.

Provenance & Evidence