HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzaldehyde → Methyl 1-(4-(3-(1-admantanyl)-4-methoxybenzyloxy)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-(3-(1-Admantanyl)-4-methoxybenzyloxy)benzaldehyde | HCID 90002522 | — |
| Product | Methyl 1-(4-(3-(1-admantanyl)-4-methoxybenzyloxy)benzyl)azetidine-3-carboxylate | HCID 66615154 | 69% |
Reaction Steps
When the product of Step B 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 69% yield, as a pale paste. 1H-NMR (CDCl3) 7.24-7.20 (m, 2H); 7.16 (d, 2H, J=8.55 Hz); 6.91 (d, 2H, J=8.62 Hz); 6.85 (d, 1H, J=8.17 Hz); 4.92 (s, 2H); 3.82 (s, 3H); 3.69 (s, 3H); 3.52 (s, 2H); 3.49 (s, 1H); 3.47 (s, 2H); 3.31-3.24 (m, 3H); 2.08 (s, 6H); 2.04 (s, 3H); 1.75 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193716B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-b55a0717d5204ee7b0d16d87980fc4d4 |
| Source note | uspto-grants-2015_11 |