HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-{3-[1-(3,5-Diethoxy-4-pyrrol-1-yl-benzyl)-piperidin-4-ylcarbamoyl]-5-methoxy-phenoxy}-2-methyl-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 3,5-diethoxy-4-(1H-pyrrol-1-yl)benzaldehyde | HCID 53486013 | — |
| Reactant | 2-[3-Methoxy-5-(piperidin-4-ylcarbamoyl)-phenoxy]-2-methyl-propionic acid ethyl ester | HCID 68456716 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-{3-[1-(3,5-Diethoxy-4-pyrrol-1-yl-benzyl)-piperidin-4-ylcarbamoyl]-5-methoxy-phenoxy}-2-methyl-propionic acid ethyl ester | HCID 68454924 | — |
Reaction Steps
In analogy to the procedure described in example 50k), 2-[3-methoxy-5-(piperidin-4-ylcarbamoyl)-phenoxy]-2-methyl-propionic acid ethyl ester [example 66b)] was reacted with 3,5-diethoxy-4-pyrrol-1-yl-benzaldehyde (example 40b), sodium cyanoborohydride, N-ethyl-diisopropylamine and acetic acid in ethanol at 50° C. to yield the title compound yellow oil. MS: 608.4 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07772253B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-2b0fb0e92ade46a1be5aaa070b0c567b |
| Source note | uspto-grants-2010_08 |