HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylpiperazine → 1-(4-(Azetidin-3-yloxy)-2-chlorobenzyl)-4-methylpiperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 2-Chloro-4-hydroxybenzaldehyde | HCID 185363 | — |
| Reactant | tert-Butyl 3-(4-((dimethylamino)methyl)-3-methylphenoxy)azetidine-1-carboxylate | HCID 58043102 | — |
| Reactant | 1-(4-(Azetidin-3-yloxy)-2-methylphenyl)-N,N-dimethylmethanamine | HCID 66656350 | — |
| Product | 1-(4-(Azetidin-3-yloxy)-2-chlorobenzyl)-4-methylpiperazine | HCID 66653266 | 32% |
Reaction Steps
Using similar protocols as described in Examples 20A, 20B and 20C employing 1-methylpiperazine and 2-chloro-4-hydroxybenzaldehyde as starting material afforded 0.32 g (32%) of 49A as an oil. 1H NMR (500 MHz, CDCl3): δ 2.29 (s, 3H), 2.3-2.7 (m, 8H), 3.55 (s, 2H), 3.78 (m, 2H), 3.92 (m, 2H), 4.96 (m, 1H), 6.64 (d, 1H), 6.74 (d, 1H), 7.31 (m, 1H), MS (APCI+) m/z 296 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546375B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-4469e6c2556b4ac6aa741cd08d6e19ac |
| Source note | uspto-grants-2013_10 |