Some common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, molecular formula is C6H11Br, 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. Recommanded Product: (Bromomethyl)cyclopentane
Step 3: To a suspension of 6-(3-methylbenzyl)-3-(tetrahydro-2H-pyran-4-yl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one (150 mg, 462.42 micromol) in anhydrous DMF (5 mL) was added (bromomethyl)cyclopentane (90 mg, 554.90 micromol) and K2CO3 (96 mg, 693.63 micromol). The mixture was heated at 60C for 12 h. LCMS showed 35% of desired product. The mixture was concentrated and the residue was dissolved in DCM (20 mL) and H2O (20 mL). The aqueous layer was extracted with DCM (20 mL). The combined organics were washed with H2O (20 mL), dried over Na2SO4, filtered, concentrated and purified by preparative HPLC to give 7- (cyclopentylmethyl)-6-(3-methylbenzyl)-3-(tetrahydro-2H-pyran-4-yl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one (25.60 mg, 13.62% yield) . 1H NMR (CDCI3 400MHz): 5 7.28-7.24 (m, 1 H), 7.15 (d, J=7.6 Hz, 1 H), 6.96-6.94 (m, 2H), 6.68 (s, 1 H), 4.13-4.09 (m, 2H), 3.92-3.88 (m, 4H), 3.59-3.53 (m, 2H), 3.14-3.13 (m, 1 H), 2.35 (s, 3H), 2.17-2.10 (m, 3H), 1 .95-1 .90 (m, 2H), 1 .71 -1 .67 (m, 4H), 1 .55-1 .54 (m, 2H), 1 .31 -1 .30 (m, 2H). LC-MS: fR = 3.10 min (METHOD 3), m/z = 407.2 [M + H]+
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3814-30-0, its application will become more common.
Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; JESSING, Mikkel; (126 pag.)WO2016/55618; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary