Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 70655864, compound

Participants

Reaction Steps

The title compound was prepared using the procedure described in Example 3(h) starting from 2-(2-hydroxypropan-2-yl)oxazole-4-carboxylic acid (2.153 mmol, 0.368 g) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzo-nitrile (2.153 mmol, 0.6 g) and using HBTU (0.215 mmol, 0.082 g) instead of HOBt. DCM (15 ml) was used as the solvent. During the reaction a new batch of starting materials was added to the reaction mixture. The batch contained half the amount of starting materials used in the beginning of the reaction with the exception that (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile was not added at all. The resulting mixture was stirred for 2 days. The mixture was diluted with DCM and washed with Na2CO3 solution and water. The organic phase was dried, filtered and evaporated. The crude product was purified by flash chromatography. 0.669 g of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 1.13 (d, 3H), 1.52 (s, 6H), 4.27-4.54 (m, 3H), 5.63 (s, 1H), 7.02 (d, 1H), 7.83-7.89 (m, 2H), 7.98 (s, 1H), 8.10 (d, 1H), 8.48 (s, 1H).

Provenance & Evidence