HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3-Acetyl-indol-1-yl)-acetic acid → (1R,3S,5S)-2-[2-(3-Acetyl-indol-1-yl)-acetyl]-5-hydroxymethyl-2-aza-bicyclo[3.1.0]hexane-3-carboxylic acid 3-chloro-2-fluoro-benzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-Acetyl-indol-1-yl)-acetic acid | HCID 1088616 | — |
| Reactant | (1R,3S,5S)-2-[2-(3-acetyl-pyrrolo[2,3-b]pyridin-1-yl)-acetyl]-5-hydroxymethyl-2-aza-bicyclo[3.1.0]hexane-3-carboxylic acid 3-chloro-2-fluoro-benzylamide | HCID 68283700 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (1R,3S,5S)-2-[2-(3-Acetyl-indol-1-yl)-acetyl]-5-hydroxymethyl-2-aza-bicyclo[3.1.0]hexane-3-carboxylic acid 3-chloro-2-fluoro-benzylamide | HCID 68284528 | — |
Reaction Steps
The title compound was prepared in 2 steps according to the procedure described for the preparation of Example 610 (1R,3S,5S)-2-[2-(3-acetyl-pyrrolo[2,3-b]pyridin-1-yl)-acetyl]-5-hydroxymethyl-2-aza-bicyclo[3.1.0]hexane-3-carboxylic acid 3-chloro-2-fluoro-benzylamide using (3-acetyl-indol-1-yl)-acetic acid instead of (3-acetyl-pyrrolo[2,3-b]pyridin-1-yl)-acetic acid. White powder. TLC, Rf (EtOAc)=0.05; MS (LC/MS): 498/500 [M+H]+, 520/522 [M+Na]+; tR (HPLC conditions f): 1.84 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09085555B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-5f6886f126af4e1c83f2f4024a33ab2a |
| Source note | uspto-grants-2015_07 |