HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → (4s)-4-[5-(Pyrazol-4-yl)-1,3,4-thiadiazol-2-yloxy]-1-azatricyclo[3.3.1.13,7]decane bis(p-toluenesulfonate)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | (4s)-4-[5-(Pyrazol-4-yl)-thiazol-2-yloxy]-1-azatricyclo[3.3.1.13,7]decane bis (p-toluenesulfonate) | HCID 86621339 | — |
| Reactant | (4s)-4-[5-(1-Trityl-1H-pyrazol-4-yl)-1,3,4-thiadiazol-2-yloxy]-1-azatricyclo[3.3.1.13,7]decane | HCID 86621351 | — |
| Product | (4s)-4-[5-(Pyrazol-4-yl)-1,3,4-thiadiazol-2-yloxy]-1-azatricyclo[3.3.1.13,7]decane bis(p-toluenesulfonate) | HCID 136406836 | — |
Reaction Steps
The free base of the title compound was prepared from the product of Example 54A (100 mg, 0.18 mmol) according to Method L, and then converted to the p-toluenesulfonate salt using the procedure of Method H: 1H NMR (300 MHz, methanol-D4) δ ppm 1.99 (d, J=13.6 Hz, 2H), 2.21 (s, 1H), 2.32 (s, 2H), 2.36 (s, 3H), 2.73 (s, 2H), 3.52-3.81 (m, 6H), 5.52 (s, 1H), 7.23 (d, J=8.1 Hz, 2H), 7.71 (d, J=8.1 Hz, 2H), 8.09 (br. s, 2H), MS (DCI/NH3) m/z=304 (M+H)+. Anal. Calcd. for C14H17N5OS.C7H8O3S: C, 53.03; H, 5.30; N, 14.73. Found: C, 52.48; H, 5.03; N, 14.46.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314119B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-11761624b81847b58d120c1406499cea |
| Source note | uspto-grants-2012_11 |