2-Thiopheneacetyl chloride → HCID 57737206, compound

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Reaction Steps

The title compound was prepared 4-[2-(3-amino-4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-(3-{[2-(dimethylamino)ethyl]oxy}phenyl)-2-pyrimidinamine and 2-thiopheneacetyl chloride using the acylation conditions described in Example 36, Step H to generate, after HPLC purification, the desired product as a TFA salt in 37% yield. 1H NMR (400 MHz, d6-DMSO) δ 10.15 (s, 1H), 9.62 (s, 1H), 8.85 (d, J=6.8 Hz, 1H), 8.49 (d, J=8.7 Hz, 1H), 8.27 (d, J=5.5 Hz, 2H), 7.61 (s, 1H), 7.49 (t, J=7.9 Hz, 1H), 7.30-7.39 (m, 3H), 7.19 (t, J=8.0 Hz, 2H), 7.13 (t, J=6.9 Hz, 2H), 6.96-6.98 (m, 1H), 6.60 (d, J=6.1 Hz, 1H), 6.55 (d, J=5.3 Hz, 1H), 4.25-4.26 (m, 2H), 3.99 (s, 2H), 3.50 (m, 2H), 2.85 (s, 6H). ES-LC/MS m/z=608 [M+H]+.

Provenance & Evidence