Synthetic Route of 25016-11-9, The chemical industry reduces the impact on the environment during synthesis 25016-11-9, name is 1-Methyl-1H-pyrazole-4-carbaldehyde, I believe this compound will play a more active role in future production and life.
General procedure: 4-(2,3-diamino-5-chloropyridin-4-ylamino)-l,7,7-trimethylbicyclo[2.2.1]heptan-2-one (10) (380mg, 1.23mmol), 1 -methyl- lH-pyrazole-4-carbaldehyde (135mg, 1.23mmol) were taken in EtOH (15ml) to which ammonium acetate (112mg) was added and the reaction mixture was heated at 70C for 48h. Crude LCMS showed the desired product along with trace of starting material. The reaction mixture was allowed to come to rt and the precipitated was filtered and washed well with ethanol to afford the desired product (478mg, 25%) as an off white solid. NMR: delta (, 400M Hz, DMSO-d6): 0.90 (3 H, s), 0.91 (3 H, s), 1.09 (3 H, s), 1.40 – 1.80 (3 H, m), 2.30 – 2.60 (1 H, m), 3.00 – 3.10 (1 H, m), 3.51 – 3.70 (1 H, m), 3.93 (3 H, s), 5.36 (1 H, s), 8.00 (1 H, s), 8.04 (1 H, s), 8.31 (1 H, s), 13.09 (1 H, s). LCMS (254nm): [M+H] + 399.00 (96.43 %). HPLC: 254 nm (94.06 %)
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Methyl-1H-pyrazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; CEPHALON, INC.; BRESLIN, Henry J.; CURRY, Matthew A.; GINGRICH, Diane E.; LEARN, Keith S.; OTT, Gregory R.; WAGNER, Jason C.; WO2013/116291; (2013); A1;,
Pyrazole – Wikipedia,
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