Sodium Acetate → HCID 178465315, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of sodium acetate (0.606 g, 7.38 mmol) in water (8.0 mL), concentrated sulphuric acid was added dropwise till pH ˜3.5 followed by addition of ethyl 1-(5-(3,4-diamino-5-(pyridin-2-yl)phenyl)pyrimidin-2-yl)-4-ethylpiperidine-4-carboxylate (0.55 g, 1.23 mmol) to get a yellow suspension. The solution of N,N-diethylurea-2-(4-nitrobenzyl)-2-thiopseudourea (0.454 g, 1.23 mmol) in DME (15.0 mL) was added to the resulting mixture. The homogenous mixture was stirred and heated to 80° C. for 5 h. After completion the reaction (by TLC), the mixture was filtered and the filtrate was concentrated under reduced pressure. The residue thus obtained was triturated with water, EtOAc and Et2O respectively obtain the product (0.40 g, 60%). 1H NMR (TFA-d1): δ 10.03 (br s, 1H), 9.91 (s, 1H), 9.86 (m, 1H), 9.47 (m, 1H), 9.27 (m, 2H), 8.96 (s, 1H), 5.57 (m, 2H), 5.43 (q, J=7.20 Hz, 2H), 5.09 (m, 4H), 4.84 (m, 2H), 4.62 (q, J=7.20 Hz, 2H), 3.59 (m, 2H), 2.76-2.83 (m, 4H), 2.44 (t, J=7.20 Hz, 3H), 2.32 (t, J=7.20 Hz, 3H) and 1.98 (t, J=7.60 Hz, 3H).

Provenance & Evidence