HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetoacetate → (S)-4-[(S)-6-(3,4-Difluoro-phenyl)-5-ethoxycarbonyl-2-(1-methyl-1H-imidazol-2-yl)-3,6-dihydro-pyrimidin-4-ylmethyl]-morpholine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | 2-Chloro-4-fluorobenzaldehyde | HCID 145024 | — |
| Reactant | 3,4-Difluorobenzaldehyde | HCID 588088 | — |
| Reactant | (S)-morpholine-3-carboxylic acid | HCID 1501894 | — |
| Reactant | 1-Methyl-1H-imidazole-2-carbonitrile | HCID 10953443 | — |
| Reactant | 1,3-Thiazole-2-carbonitrile | HCID 15111480 | — |
| Reactant | 4,4-Difluoroproline | HCID 15216102 | — |
| Product | (S)-4-[(S)-6-(3,4-Difluoro-phenyl)-5-ethoxycarbonyl-2-(1-methyl-1H-imidazol-2-yl)-3,6-dihydro-pyrimidin-4-ylmethyl]-morpholine-3-carboxylic acid | HCID 73331546 | — |
Reaction Steps
The title compound was prepared in analogy to Example 2 with Procedure A shown in Scheme 4 by using ethyl acetoacetate, 3,4-difluoro-benzaldehyde, 1-methyl-1H-imidazole-2-carbonitrile and (S)-morpholine-3-carboxylic acid instead of methyl acetoacetate, 2-chloro-4-fluoro-benzaldehyde, thiazole-2-carbonitrile and (S)-4,4-difluoro-pyrrolidine-2-carboxylic acid. The stereochemistry of Example 57 was determined by comparing its 1H NMR data and HPLC retention time with Example 2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447086B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-e7c720d81ea8400086bde779fdcdb706 |
| Source note | uspto-grants-2016_09 |