Trimethyl((tributylstannyl)ethynyl)silane → 2-(4-Hydroxyphenyl)-4-[(trimethylsilyl)ethynyl]quinolin-6-ol

Participants

Role	Name	HCID	Charge
Reactant	Trimethyl((tributylstannyl)ethynyl)silane	HCID 639663	—
Reactant	4-Bromo-2-(4-hydroxyphenyl)quinolin-6-ol	HCID 135454802	—
Product	2-(4-Hydroxyphenyl)-4-[(trimethylsilyl)ethynyl]quinolin-6-ol	HCID 135409783	83%

Reaction Steps

This compound was prepared from 6a and (trimethylsilylethynyl)tributyltin according to method J. Yellow powder; Yield: 83%; mp 210° C. (dec.); 1H-NMR (300 MHz, acetone-d6) δ 0.38 (s, 9H), 7.02 (d, J=8.7 Hz, 2H), 7.44 (dd, J=9.1, 2.7 Hz, 1H), 7.63 (d, J=2.7 Hz, 1H), 7.99 (d, J=9.1 Hz, 1H), 8.05 (s, 1H), 8.18 (d, J=8.7 Hz, 2H), 8.70 (s, 1H), 9.15 (s, 1H); MS (ESI) m/z 332 ([M−H]−), 334 ([M+H]+); Anal. Calcd for C20H19NO2Si: C: 72.04, H: 5.74, N: 4.20. Found: C: 71.67, H: 5.79, N: 4.07.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07084276B2
Source dataset	uspto-grants-2006_08
ORD ID	ord-4c803b350ae34937859e5cb419f1475d
Source note	uspto-grants-2006_08