Diisopropylethylamine → (9H-Fluoren-9-yl)methyl(R)-1-((R)-1-(2-(2-(2-(2-(1H-1,2,3-triazol-1-yl)ethylamino)-5-fluoropyrimidin-4-yl)benzo[b]thiophen-7-yl)-4-fluorophenyl)ethylamino)-1-oxopropan-2-ylcarbamate

Participants

Reaction Steps

Add diisopropylethylamine (43 mg, 335 μmol) to a solution of (R)—N-(2-(1H-1,2,3-triazol-1-yl)ethyl)-4-(7-(2-(1-aminoethyl)-5-fluorophenyl)benzo[b]thiophen-2-yl)-5-fluoropyrimidin-2-amine (80 mg, 167 μmol), (9-fluorenyl methoxycarbonyl)-D-alanine-chloride (83 mg, 251 μmol) in 1,4-dioxane (5 mL). Stir the mixture at RT for 3 h. Dilute the mixture with chloroform/IPA (3/1, 100 mL), wash with water/aqueous saturated sodium chloride, dry over sodium sulfate, and concentrate in vacuo. Purify the crude product by FCC (10% methanol in DCM as elute) to give the title compound as a yellow solid (129 mg, 100%). MS (ES) m/z 770 [M+1]+.

Provenance & Evidence