Compound 5

7-(m-Tolyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

From: Small-molecule inhibition of TLR8 through stabilization of its resting state

Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.

5 (CU-CPT8m) was prepared in a similar manner that was described for 12. Purity: 99.9%. Yield: 76%. ESI–MS m/z: 250.1508 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ 8.82 (d, J = 4.6 Hz, 1H), 8.59 (s, 1H), 7.88 (d, J = 8.8 Hz, 2H), 7.72 (s, 1H), 7.55 – 7.45 (m, 3H), 7.41 (d, J = 4.6 Hz, 1H), 2.41 (s, 3H). 13C NMR (101 MHz, DMSO-d6) δ 163.12, 152.38, 147.77, 147.24, 146.20, 138.37, 132.60, 130.48, 130.32, 128.95, 127.37, 109.56, 105.79, 21.48.

PubChemID:

347909830

MDL Molfile:

41589_2018_BFnchembio2518_MOESM12_ESM.mol

ChemDraw:

41589_2018_BFnchembio2518_MOESM13_ESM.cdx

structure m