Introduction of a new synthetic route about 400755-41-1

The synthetic route of 400755-41-1 has been constantly updated, and we look forward to future research findings.

Related Products of 400755-41-1, A common heterocyclic compound, 400755-41-1, name is 3-Methoxy-4-nitro-1H-pyrazole, molecular formula is C4H5N3O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a cooled (0 C.) suspension of 3-methoxy-4-nitro-1H-pyrazole (1.00 g, 6.99 mmol, 1.00 eq), tert-butyl-3-hydroxypyrrolidine-1-carboxylate (2.12 g, 12.2 mmol, 1.75 eq), and polystyrene bound triphenylphosphine (4.06 g, 12.2 mmol, 1.75 eq, 3 mmol/gram) in THF (45 mL) was added diethyl azodicarboxylate (2.42 mL, 13.0 mmol, 1.90 eq) in a drop-wise manner over 3 min. The reaction mixture was allowed to warm to ambient temperature and stirred for 15 hr. The reaction mixture was then diluted with EtOAc (60 mL), filtered and the filtrate concentrated. The crude reaction mixture was purified via flash chromatography on silica gel eluting with a gradient of 0-60% EtOAc in heptane to give the title compound (1.52 g, 72.9% yield) as a white solid. 1H NMR (400 MHz, CDCl3) delta ppm 8.12 (s, 1H) 4.87 (tt, J=5.6, 7.5 Hz, 1H) 4.40-4.28 (m, 4H) 4.09 (s, 3H) 1.48 (s, 9H). m/z (APCI+) for C7H11N4O3 198.9 (M-Boc+H)+

The synthetic route of 400755-41-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; Behenna, Douglas Carl; Cheng, Hengmiao; Cho-Schultz, Sujin; Johnson, JR., Theodore Otto; Kath, John Charles; Nagata, Asako; Nair, Sajiv Krishnan; Planken, Simon Paul; US2015/141402; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics