Category: 1231930-25-8

Application of 1231930-25-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1231930-25-8, name is 1-((6-Bromopyridin-3-yl)methyl)-4-ethylpiperazine, molecular formula is C12H18BrN3, molecular weight is 284.2, as common compound, the synthetic route is as follows.

A solution of 1- (6-bromo-pyridin-3-ylmethyl) -4-ethyl-piperazine (960 mg, 3.38 mmol) in anhydrous tetrahydrofuran (8 mL)Was added 2- (dicyclohexylphosphino) biphenyl (120 mg, 0.338 mmol)Tris (dibenzylideneacetone) dipalladium (154 mg, 0.169 mmol).Lithium hexamethyldisilazide (4.06 mL, 1 M, 4.06 mmol) was slowly added under nitrogen.The reaction flask was heated to 65 C,After 20 minutes the reaction flask was cooled to room temperature,50 mL of ethyl acetate was added,30mL water,Mixed after the liquid,The aqueous layer was again added with 30 mL of ethyl acetate,Liquid separation,Combined organic layer,Dried over anhydrous sodium sulfate and evaporated to dryness as a pale brown solid.The product of formula V-1 (670 mg) was purified by column chromatography,As a pale yellow solid.

The chemical industry reduces the impact on the environment during synthesis 1231930-25-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; Zhang, Yinsheng; Liu, Yingshuai; Li, Li; Miao, Lei; Xu, Tongjie; Liu, Haiyan; Ma, Xueqin; Yu, Sen; Xu, Hongjiang; (49 pag.)CN106467517; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1231930-25-8 , The common heterocyclic compound, 1231930-25-8, name is 1-((6-Bromopyridin-3-yl)methyl)-4-ethylpiperazine, molecular formula is C12H18BrN3, 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 solution of 5-(2-aminopyrimidin-4-yl)-N-cyclopentyl-4-rnethylthiazol-2-amine (275 mg, 1.00 rnmol) in dioxane (3 mL) were added i-((6-bromopyridin-3-yl)methyl)-4-ethylpiperazine (341 mg,1.2 rnrnol), Pd2dba3 (45.8 mg, 0.05 rnrnol), xantphose (58 mg, 0.1 rnrnol) and t- BuONa (144 mg, 1.5 mmol) and heated under microwave irradiation at 150 C for 1 h. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by chromatography (silica gel, DCM ramping to DCM:MeOH:NH4OH = 9: 1:0.3) and recrystallised with DCM and MeOH to give 83 as a white solid (200 mg, 42%). 1H NMR (CDC13) 1.09 (t, 3H, .17.0), 1.58 – 1.76 (m, 6H), 2.08 – 2.14 (in, 2H), 2.43 (q, 2H,J7.0, CH2CH3), 2.55 (s br, I IH), 3.48 (s, 2H), 3.86-3.92 (in, 1H), 5.42 (d, 2H,,J7.0), 6.90(d, IH,,15.5), 7.68 (dd, lH,,19.() & 2.5), 7.89 (s, 1H), 8.19 (d, 1H,J2.0), 8.35-8.38 (in, 2H). HRMS (ES1): m/z 479.2703M+H] calcd. for C75H35N8S [M+HV 47c.2700. Anal. RP-HPLC Method A: 1R 9.89 mm, purity> 96%; Method B: ?R 8.66 mm, purity> 96%.

The synthetic route of 1231930-25-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF SOUTH AUSTRALIA; WANG, Shudong; ZELEKE, Solomon Tadesse; YU, Mingfeng; (90 pag.)WO2017/20065; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem