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. 591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, 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. Formula: C4H5N3
Pyrimidin-5-amine (9.84 mg, 0.104 mmol) was dissolved in DCM (1.0 mL) along with pyridine (0.039 mL, 0.487 mmol) and DIEA (0.032 mL, 0.183 mmol). Intermediate14SF (28 mg, 0.061 mmol) in 2 mL of DCM was added dropwise, and the reactionmixture was stirred at room temperature for 50 minutes. The reaction was quenched with1.0 N HC1 (0.5 mL). All solvent was removed under vacuum. The crude material wasdissolved in DMSO/THF (2:1, 6 mL) and purified via preparative LC/MS (method C,45-70% B over 30 mm, then a 5-mm hold at 100% B). Fractions containing the desiredproduct were combined and dried via centrifugal evaporation to yield Example 185 (1.6 mg, 4.3% yield). ?H NMR (500MHz, DMSO-d6) 8.86 (m, 3H), 8.76 (s, 1H), 8.60 (s, 1H), 7.90 (d, J=1 1.0 Hz, 1H), 7.85 (br. s., 1H), 5.45 (d, J7.9 Hz, 1H), 4.57 (d, J12.2 Hz, 1H), 4.45 (dd, J=12.2, 6.7 Hz, 1H), 4.09 (s, 3H), 3.68 (dd, J15.9, 9.8 Hz, 1H), 3.33 (d, J12.2 Hz, 1H), 2.64 (s, 3H); LC-MS: method C, 2 to 98% B. RT = 2.14 mm, MS(ESI) m/z: 519.30 (M+H) Analytical HPLC purity (method B): > 86%.
With the rapid development of chemical substances, we look forward to future research findings about 591-55-9.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; HALPERN, Oz Scott; JIANG, Wen; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (545 pag.)WO2018/13776; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
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