HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → 1-Methyl-4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]piperidine-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-[4-(3-Pyrrolidin-1-ylpropoxy)phenyl]piperidine-4-carbonitrile | HCID 59837368 | — |
| Product | 1-Methyl-4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]piperidine-4-carbonitrile | HCID 59837423 | 76% |
Reaction Steps
The title compound (80 mg, 76%) was prepared from 4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]piperidine-4-carbonitrile, formaldehyde and sodium triacetoxyborohydride similarly to the procedure used for example 54. 1H NMR (400 MHz, CD3OD) δ 1.81-1.85 (m, 4H), 1.97-2.15 (m, 6H), 2.37 (s, 3H), 2.45 (t, 2H), 2.58-2.62 (m, 4H), 2.68 (t, 2H), 2.99 (d, 2H), 4.04 (t, 2H), 6.96 (d, 2H), 7.42 (d, 2H). LRMS APCI+ m/z 328 [MH]+. Microanalysis: Found: C, 73.01; H, 8.94; N, 12.81%. C20H29N3O requires C, 73.36; H, 8.93; N, 12.83%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07456164B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-05245105edc54e7eb07bf7a25ae8543f |
| Source note | uspto-grants-2008_11 |