Dimethyl Sulfoxide → HCID 63282366, compound

Participants

Reaction Steps

2-chloro-5-nitro-pyrimidine (100 mg, 0.63 mmol), azetidin-3-ol hydrochloride (137 mg, 1.25 mmol), DIPEA (0.44 mL, 2.51 mmol) and DMSO (2 mL) were combined and stirred at it for 1 hr. The reaction mixture was partitioned with brine (50 mL) and THF (50 mL). The organic (THF) layer was separated, and the aqueous layer was extracted with a further portion of THF (50 mL). The organic fractions were combined, dried (MgSO4) and concentrated in vacuo to give an oil. The oil was taken up in a mixture of water and acetonitrile and freeze-dried to give (i) as a light yellow solid (130 mg). 1H NMR (400 MHz, Acetone) δ 9.03 (s, 2H), 4.91-4.64 (m, 1H), 4.49 (ddd, J=10.5, 6.6, 1.7 Hz, 2H), 4.04 (ddd, J=10.4, 4.3, 1.7 Hz, 2H).

Provenance & Evidence