HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(Benzyloxy)-1-(1,2,3,4-tetrahydropyrido[4',3':4,5]imidazo[1,2-a]pyridin-7-yl)pyridin-2(1H)-one hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-Butyl 7-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-3,4-dihydropyrido[4',3':4,5]imidazo[1,2-a]pyridine-2(1H)-carboxylate | HCID 67988851 | — |
| Product | 4-(Benzyloxy)-1-(1,2,3,4-tetrahydropyrido[4',3':4,5]imidazo[1,2-a]pyridin-7-yl)pyridin-2(1H)-one hydrochloride | HCID 67970574 | 82% |
Reaction Steps
tert-Butyl 7-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-3,4-dihydropyrido[4′,3′:4,5]imidazo[1,2-a]pyridine-2(1H)-carboxylate (482 mg, 1.02 mmol) was deprotected and converted to the hydrochloride according to Example 18 (step h) to provide the title compound (340 mg, 82%) as a white solid: mp 280° C. dec; 1H NMR (500 MHz, DMSO-d6) δ 9.93 (s, 2H), 8.54 (d, J=7.2 Hz, 1H), 7.77 (s, 1H), 7.69 (d, J=7.6 Hz, 1H), 7.47-7.34 (m, 5H), 7.23 (d, J=6.6 Hz, 1H), 6.19 (dd, J=7.6, 2.5 Hz, 1H), 6.02 (d, J=2.5 Hz, 1H), 5.16 (s, 2H), 4.57 (s, 2H), 3.51 (s, 2H), 3.08 (t, J=5.4 Hz, 2H); ESI MS m/z 373 [M+H]; HPLC (Method B) 98.8% (AUC), tR=10.6 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993765B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-714577210f464391a65a8ebfef29aad3 |
| Source note | uspto-grants-2015_03 |