Tag: 173979-01-6

173979-01-6, 4-(Tributylstannyl)thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-(l-(phenylsulfonyl)-5-(l , 4-dioxaspiro[4.5]decan-8-yl)-lH-pyrrolo[2, 3- b] pyridin-3-yl)thiazole (IIb-87) – an alternative method of preparation(IXb-23) (IIb-87)Iodide (IXb-23) (100 mg, 0.19 mmol) and 2-(tributylstannyl)thiazole (107 mg, 0.29 mmol), tri-O-tolylphosphine (7 mg, 0.02 mmol), dichlorobis(acetonitrile)palladium(II) (3 mg, 0.01 mmol) and toluene (3 mL) were reacted for 5 h at 120 0C (oil bath) in a sealed reaction vessel using the general procedure B for the Stille reaction. The reaction mixture was filtered, concentrated and purified by LCMS (column LUNA 10 mu C 18(2) 00G-4253- VO 250×50 mm) using water – acetonitrile (0.1% AcOH) as eluent (in gradient; flow 80 mL/min) to give (IIb-87) (42.2 mg, 46%) as a white solid. 1H NMR (400 MHz, CDCl3) delta 1.57 – 1.64 (m, 2H), 1.68 – 1.76 (m, 2H), 1.86-1.91 (m, 4H), 2.70 – 2.78 (m, IH), 3.99 (s, 4H), 7.33 (d, J = 3.3 Hz, IH), 7.48-7.52 (m, 2H), 7.60 (tt, J = 1.5, 7.4 Hz, IH), 7.89 (d. J = 3.3 Hz, IH), 8.23 (s, IH), 8.24 – 8.26 (m, 2H), 8.39 (d, J= 2.1 Hz, IH), 8.45 (d, J= 2.1 Hz, IH).; Procedure B involving (IX) (IX) (H)To a stirred solution of (IX) (0.5 mmol) in toluene (2.3 rnL) was added dichlorobis(acetonitrile)palladium (II) (12 mg, 0.05 mmol), tri-o-tolylphosphine (28 mg, 0.09 mmol) and the relevant stannane (V) (0.6 mmol). The reaction was heated to reflux (bath temperature HO0C) and the reaction monitored by TLC. When starting material was no longer present (2 – 6 hrs), the reaction mixture was poured onto saturated aqueous NaHCO3 (60 mL) and extracted with AcOEt (2 x 60 mL). The combined organic solutions were dried (MgSO4) and concentrated to give an oil which was purified using SGC and CH2Cl2 :hexane: AcOEt as eluent (gradient from CH2Cl2 :hexane: AcOEt= 1 : 1 :0 to 9:9:2, v/v) to afford the protected 3-thiazolyl 7-azaindole (II). Yield 25 – 80%.

The synthetic route of 173979-01-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EISAI LONDON RESEARCH LABORATORIES LIMITED; WO2008/95943; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

173979-01-6, 4-(Tributylstannyl)thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(R)-7-(4-bromo-lH-imidazol-l-yl)-5-cyclopentyl-4-ethyl-4,5-dihydro- [l,2,4]triazolo[4,3-f]pteridine (Example 93), 4-(tributylstannyl)thiazole (1 eq, seeExample 693) and Pd(PPli3)4 (0.1 eq) are dissolved in DMF in a screw cap vial and a stream of nitrogen is bubbled through the mixture for 2 minutes. The vial is sealed and the resulting solution is stirred at 100 C for 19 h. The reaction mixture is diluted with brine, extracted with EtOAc, dried with Na2S04 then purified by flash chromatography with a silica gel column by eluting with a mixture of Hexane:EtOAc and then further purified by preparative HPLC to give the title compound.

The synthetic route of 173979-01-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELAN PHARMACEUTICALS, INC.; NEITZ, R., Jeffrey; TROUNG, Anh, P.; GALEMMO, Robert, A.; YE, Xiaocong, Michael; SEALY, Jennifer; ADLER, Marc; BOWERS, Simeon; BEROZA, Paul; ANDERSON, John, P.; AUBELE, Danielle, L.; ARTIS, Dean, Richard; HOM, Roy, K.; ZHU, Yong-liang; WO2012/48129; (2012); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica