HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzaldehyde → Methyl-1-(4-(12-oxo-12H-chromeno[2,3-b]quinolin-2-yl)benzyl)azetidine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Azatadine | HCID 19861 | — |
| Reactant | Glycine, N-methyl-, hydrochloride (1:1) | HCID 69483 | — |
| Reactant | 4-(12-Oxo-12H-chromeno[2,3-b]quinolin-2-yl)benzaldehyde | HCID 86660621 | — |
| Product | Methyl-1-(4-(12-oxo-12H-chromeno[2,3-b]quinolin-2-yl)benzyl)azetidine-3-carboxylate | HCID 66615027 | 48% |
Reaction Steps
When the product of Step C and azatadine 3 methylcarboxylate hydrochloride were substituted for 4-(5-(((4-fluorophenyl))isopropyl)amino)methyl)thiophen-2-yl)benzaldehyde and sarcosine hydrochloride, respectively, in Example 22, Step C, the similar procedure afforded the title compound in 48% yield, as pale paste. 1H-NMR (CDCl3) 9.32 (s, 1H); 8.53 (s, 1H); 8.12-8.07 (m, 2H); 8.00 (dd, 1H, J=8.7, 2.4 Hz); 7.91 (t, 1H, J=5.55 Hz); 7.7-7.6 (m, 4H); 7.38 (d, 2H, J=8.22 Hz); 3.71 (s, 3H); 3.67 (s, 2H); 3.57-3.53 (m, 2H); 3.39-3.35 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193716B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-dca1efb0db714f68a91e4e7116bab56d |
| Source note | uspto-grants-2015_11 |