HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-Dimethoxybenzeneacetonitrile → (Z)-2-(3,4-dimethoxyphenyl)-3-(5-(4-hydroxypiperidin-1-yl)thiophen-2-yl)acrylonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-Dimethoxybenzeneacetonitrile | HCID 66727 | — |
| Reactant | 5-Bromothiophene-2-carbaldehyde | HCID 78428 | — |
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | 5-(4-Hydroxypiperidin-1-yl)thiophene-2-carboxaldehyde | HCID 2763540 | — |
| Product | (Z)-2-(3,4-dimethoxyphenyl)-3-(5-(4-hydroxypiperidin-1-yl)thiophen-2-yl)acrylonitrile | HCID 16757522 | 50% |
Reaction Steps
Through the procedure as employed in Production step 1, an amine moiety derived from 4-hydroxypiperidine (3.03 g) was introduced into 5-bromothiophene-2-carboxaldehyde (1.91 g), to thereby yield 5-(4-hydroxypiperidin-1-yl)-thiophene-2-carbaldehyde (yield: 1.36 g, 64%). The produced 5-(4-hydroxypiperidin-1-yl)-thiophene-2-carbaldehyde (1.27 g) was condensed with 3,4-dimethoxybenzyl cyanide (1.06 g) through Method A (production step 2), to thereby yield the target product (yield: 1.09 g, 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697742B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-6b0602878a894ffeb920497da1f9d1c8 |
| Source note | uspto-grants-2014_04 |