2-(Tributylstannyl)-1,3-thiazole → HCID 86711363, compound

Participants

Reaction Conditions

Reaction Steps

Example 71. To a degassed solution of 9-iodo-2-(4-(methoxymethyl)-1H-imidazol-1-yl)-7,8-dihydro-[1,4]diazepino[7,1-a]isoquinolin-5(4H)-one (191 mg, 0.43 mmol) and 2-(tributylstannyl)thiazole (239 mg, 0.64 mmol) in dioxane (4 mL) was added Pd(PPh3)4 (25 mg, 0.021 mmol) and the mixture was heated in the microwave at 150° C. for 2 h. The solvent was removed under reduced pressure. The crude product was purified by flash-column chromatography over silicagel (Biotage Isolera Four, eluent: from 1% MeOH in DCM to 5% MeOH in DCM in 18 min) to yield the title compound (64 mg). UPLC-MS: MS 406.1 (M+H+); UPLC rt 0.81 min. 1H NMR (600 MHz, DMSO-d6): δ ppm 3.18-3.31 (m, 5 H), 3.78 (t, J=6.0 Hz, 2 H), 4.30 (s, 4 H), 7.18 (s, 1 H), 7.55 (t, J=7.9 Hz, 1 H), 7.67 (s, 1 H), 7.86 (d, J=7.7 Hz, 1 H), 7.93 (d, J=3.3 Hz, 1 H), 8.04 (d, J=3.3 Hz, 1 H), 8.13 (d, J=8.1 Hz, 1 H), 8.24 (s, 1 H).

Provenance & Evidence