Application of 51-20-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 51-20-7, name is 5-Bromouracil, molecular formula is C4H3BrN2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Intermediate II (R)-tert-butyl-4-(2^-dioxo-l,2J^-tetrahvdropyrimidin-5-yl)-2-methylpiperazine-l- carboxylate In a Biotage microwave vial, 5-bromopyrimidine-2,4(lH,3H)-dione (la) (24 g, 125.67 mmol, Aldrich) and (R)-tert-butyl 2-methylpiperazine-l-carboxylate (37.8 g, 188.50 mmol, Activate Scientific) were taken in pyridine (12 mL) and irradiated at 150 C for 90 min. Pyridine was removed under vacuum and residue was poured in water to get the suspension, which was filtered and vacuum dried to get solid of (R)-tert-butyl-4-(2,4- dioxo- 1 ,2,3,4-tetrahydropyrimidin-5-yl)-2-methylpiperazine- 1 -carboxylate (22.00 g, 56.4 %). Note: Reaction was done in 12 batches of 2 g each. All combined and work up was done. 1H NMR (300 MHz, DMSO- 6) delta ppm 1.19 (d, J=6.78 Hz, 3 H) 1.40 (s, 9 H) 2.30 (d, J=2.83 Hz, 1 H) 2.42 (dd, J=11.30, 3.58 Hz, 1 H) 2.93 – 3.22 (m, 3 H) 3.72 (d, J=13.19 Hz, 1 H) 4.12 (br. s., 1 H) 6.73 (d, J=4.71 Hz, 1 H) 10.51 (br. s., 1 H) 11.10 (s, 1 H) MS (ES+), (M+H)+ = 310.09 for Ci4H22N404.
According to the analysis of related databases, 51-20-7, the application of this compound in the production field has become more and more popular.
Reference:
Patent; MMV MEDICINES FOR MALARIA VENTURE; HAMEED PEER MOHAMED, Shahul; PATIL, Vikas; MURUGAN, Kannan; VITHALRAO BELLALE, Eknath; RAICHURKAR, Anandkumar; LANDGE, Sudhir; PUTTUR, Jayashree; ROY CHOUDHURY, Nilanjana; SHANBHAG, Gajanan; KOUSHIK, Krishna; IYER, Pravin; KIRTHIKA SAMBANDAMURTHY, Vasan; SOLAPURE, Suresh; NARAYANAN, Shridhar; WO2015/165660; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia