HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (2S,4S)-1-[6-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carbonyl]-4-fluoro-pyrrolidine-2-carboxylic acid amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 2-Pyrrolidinecarboxamide, 4-fluoro-, hydrochloride (1:1), (2S,4S)- | HCID 45158917 | — |
| Reactant | 6-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid | HCID 71087292 | — |
| Product | (2S,4S)-1-[6-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carbonyl]-4-fluoro-pyrrolidine-2-carboxylic acid amide | HCID 118451449 | — |
Reaction Steps
In analogy to the procedure described in Example 47 b), 6-cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid (Example 1 b)) was reacted with (2S,4S)-4-fluoropyrrolidine-2-carboxamide hydrochloride (426844-23-7) in the presence of TBTU and DIEA to obtain the title compound as white solid; MS (EI): m/e=399.4 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09303012B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-85b4af87bd0740278366ca4d1b91cc88 |
| Source note | uspto-grants-2016_04 |