1245724-46-2| Page 2 of 2 | Heterocyclic Building Blocks-Tetrahydropyrans

Downstream synthetic route of 1245724-46-2

1245724-46-2 (S)-Tetrahydro-2H-pyran-3-amine hydrochloride 60145922, aTetrahydropyrans compound, is more and more widely used in various fields.

1245724-46-2, (S)-Tetrahydro-2H-pyran-3-amine hydrochloride is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a dry 200 mL RBF was added di(2-pyridyl) thionocarbonate (1.69 g, 7.27 mmol, commerically available from Sigma Aldrich) and (3 S)-oxan-3 -amine hydrochloride (1.00 g, 7.27 mmol, commerically available from Accela ChemBio mc) in DCM (24 mL). N-Ethyl-Nisopropylpropan-2-amine (1.33 mL, 7.63 mmol, commerically available from Sigma Aldrich) in DCM (20 mL) was then added dropwise via a addition funnel over 20 mm at RT with stirring. The reaction mixture was stirred at RT for 15 h. The reaction mixture was concentrated in vacuo. The material thus obtained was absorbed onto a plug of silica gel and purified by chromatography through a Redi-Sep pre-packed silica gel column (24 g), eluting with a gradient of 0% to 50% EtOAc in heptane, to provide (S)-3-isothiocyanatotetrahydro-2H-pyran (0.99 g, 6.91 mmol, 95 % yield) as a colorless oil. 1H NMR (400 MHz, CDC13) oe 3.81-3.85 (m, 1H), 3.55-3.72 (m, 4H), 2.04-2.11 (m, 1H), 1.81-1.89 (m, 2H), 1.56-1.64 (m, 1H)., 1245724-46-2

1245724-46-2 (S)-Tetrahydro-2H-pyran-3-amine hydrochloride 60145922, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; BROWN, Matthew; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HOUZE, Jonathan; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YEH, Wen-Chen; (815 pag.)WO2018/97944; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1245724-46-2

As the paragraph descriping shows that 1245724-46-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1245724-46-2,(S)-Tetrahydro-2H-pyran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.,1245724-46-2

A mixture of Int-8-5 (11 mg, 0.029 mmol), (S)-tetrahydro-2H-pyran-3- amine hydrochloride (7.9 mg, 0.058 mmol) and DIPEA (10 muL, 0.058 mmol) in 1,2- dichloroethane (0.2 mL) was stirred at RT for 10 min. To the mixture, NaBH(OAc)3 (12 mg, 0.058 mmol) and AcOH (3.3 muL, 0.058 mmol) were added. The resulting mixture was stirred RT overnight. The reaction mixture was concentrated under reduced pressure. The residue was purified by preparative-TLC (CH2Cl2:MeOH = 95:5) to give Compound 10 yellow solid (9.7 mg, 0.021 mmol). LCMS: (M+1) m/z = 466, 467.

As the paragraph descriping shows that 1245724-46-2 is playing an increasingly important role.

Reference£º
Patent; THE SCRIPPS RESEARCH INSTITUTE; BLACKTHORN THERAPEUTICS, INC.; ROBERTS, Edward; GUERRERO, Miguel A.; URBANO, Mariangela; ROSEN, Hugh; JONES, Rob; LAXAMANA, Candace Mae; ZHAO, Xianrui; TURTLE, Eric Douglas; (331 pag.)WO2018/170492; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 1245724-46-2

The synthetic route of 1245724-46-2 has been constantly updated, and we look forward to future research findings.

1245724-46-2, (S)-Tetrahydro-2H-pyran-3-amine hydrochloride is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1245724-46-2

A mixture of Int-15-3 (10 mg, 0.025 mmol), (S)-tetrahydro-2H-pyran-3- amine hydrochloride (7 mg, 0.051 mmol) and DIPEA (9 muL, 0.051 mmol) in 1,2- dichloroethane (0.2 mL) was stirred at RT for 10 min. To the mixture, NaBH(OAc)3 (11 mg, 0.051 mmol) and AcOH (3 muL, 0.051 mmol) were added. The resulting mixture was stirred RT overnight. The reaction mixture was concentrated under reduced pressure. The residue was purified by preparative-TLC (CH2Cl2:MeOH = 95:5) to give Compound 15 as yellow solid (10.2 mg, 84% yield). LCMS: (M+1) m/z = 480, 481

The synthetic route of 1245724-46-2 has been constantly updated, and we look forward to future research findings.

Brief introduction of 1245724-46-2

As the paragraph descriping shows that 1245724-46-2 is playing an increasingly important role.

1245724-46-2, (S)-Tetrahydro-2H-pyran-3-amine hydrochloride is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(3S)-Tetrahydro-2H-pyran-3-amine hydrochloride (1.99 g, 14.5 mmol) in MeCN (10 ml) was added dropwise to a mixture of DIPEA (6.30 ml, 36.2 mmol) and ethyl 2,4- dichloropyrimidine-5-carboxylate (3.2 g, 14.5 mmol) in MeCN (60 ml) at 0C over a period of 5 minutes under air. The reaction mixture was stirred for 4 h, slowly allowing to warm to rt as the ice bath melted. The reaction mixture was stirred at rt for 18 h. The reaction mixture was evaporated to dryness to remove MeCN, diluted with EtOAc (100 mL), and washed with water then sat. brine. The organic layer was dried over MgS04, filtered and evaporated to afford crude product. The crude product was purified by fee, eluting with 0 – 40% EtOAc in heptane to afford the title compound (3.24 g, 78%) as a yellow oil;lH NMR (400 MHz, DMSO) 1.32 (3H, t), 1.49 – 1.6 (1H, m), 1.63 – 1.79 (2H, m), 1.83 – 1.94 (1H, m), 3.48 (1H, dd), 3.54 – 3.65 (2H, m), 3.74 (1H, dd), 4.08 – 4.19 (1H, m), 4.33 (2H, q), 8.57 (1H, d), 8.64 (1H, s); m/z [M-H]-284.

As the paragraph descriping shows that 1245724-46-2 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; CANCER RESEARCH TECHNOLOGY LIMITED; FINLAY, Maurice, Raymond, Verschoyle; GOLDBERG, Frederick, Woolf; TING, Attilla, Kuan, Tsuei; (103 pag.)WO2018/114999; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics