HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-5-(trifluoromethyl)-1,3-benzothiazole → 5-(1-Piperidin-4-yl-1H-pyrazol-4-yl)-3-(5-trifluoromethylbenzothiazol-2-yl)-pyridin-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-5-(trifluoromethyl)-1,3-benzothiazole | HCID 21985849 | — |
| Reactant | 3-(6-fluorobenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine | HCID 67521015 | — |
| Product | 5-(1-Piperidin-4-yl-1H-pyrazol-4-yl)-3-(5-trifluoromethylbenzothiazol-2-yl)-pyridin-2-ylamine | HCID 67521650 | — |
Reaction Steps
Same procedure as 3-(6-fluorobenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine except using 2-chloro-5-trifluoromethyl-1,3-benzothiazole in place of 2-chloro-6-fluorobenzothiazole to afford the title compound as a yellow solid. 1H NMR (400 MHz, DMSO-d6): δ=2.12-2.30 (m, 4H), 3.04-3.17 (m, 2H), 3.36-3.45 (m, 2H), 4.48-4.58 (m, 1H), 7.84 (dd, J=8.6, 1.2 Hz, 1H), 8.07 (s, 1H), 8.40-8.44 (m, 2H), 8.46 (d, J=8.4 Hz, 1H), 8.54 (s, 1H), 8.57 (d, J=2.2 Hz, 1H). MS (ES+): m/z=445.09 [MH+]. HPLC: tR=2.39 min (ZQ2, polar—5 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178668B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-bfa3f590ac01491abf12111fe8cd9598 |
| Source note | uspto-grants-2012_05 |