Tributyltin Chloride → HCID 58303321, compound

Temperature

-78 °C

A solution of 3-bromoimidazo[1,2-A]pyridine (0.10 g, 0.51 mmol) in THF (7.0 mL) under nitrogen atmosphere was cooled to −78° C. followed by dropwise addition of n-BuLi (1.30 M in hexane, 0.46 mL, 0.66 mmol). The resulting solution was stirred at same temperature for 45 min followed by addition of tributyltin chloride (0.14 mL, 0.53 mmol). The reaction mixture was then allowed to come to room temperature (45 min). After the completion of reaction (TLC monitoring), the reaction mixture was again cooled to −78° C. and quenched with dropwise addition of saturated NH4Cl solution. The reaction mixture was then extracted with EtOAc (2×25 ml). The combined organics was dried (Na2SO4), filtered and concentrated. The residue was used as such without further purification. MS: 409.10 (M+H)+.

1. customto come to room temperature
2. custom(45 min)
3. customAfter the completion of reaction (TLC monitoring)
4. customquenched with dropwise addition of saturated NH4Cl solution
5. extractionThe reaction mixture was then extracted with EtOAc (2×25 ml)
6. dry with materialThe combined organics was dried (Na2SO4)
7. filtrationfiltered
8. concentrationconcentrated
9. customsuch without further purification

ORD record

ord-3fcd2e7400f14e34adf306475f5e5db2

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08299065B2