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