5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine → 5-(4-morpholino-6-(1-(4-N-methylsulfonylpiperazin-1-yl)ethyl)thieno[3,2-d]pyrimidin-2-yl)pyridin-2-amine

Participants

Reaction Steps

2-Chloro-6-[1-(4-methanesulfonyl-piperazin-1-yl)-ethyl]-4-morpholin-4-yl-thieno[3,2-d]pyrimidine was reacted with 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine in General Procedure A. Purification on silica yielded 299. NMR: (CDCl3): 1.43 (3 H, d, J 7.2, Me), 2.56-2.68 (4 H, m, CH2), 2.73 (3 H, s, Me), 3.18-3.29 (4 H, m, CH2), 3.80-3.83 (4 H, m, CH2), 3.94-3.99 (5 H, m), 4.58 (2 H, br s, NH2), 6.48 (1 H, d, J 8.1, Ar), 7.19 (1 H, s, Ar), 8.38 (1 H, dd, J 8.1 and 2.0, Ar) and 9.07 (1 H, d, J 2.0, Ar). MS: (ESI+): MH+=504.26

Provenance & Evidence