HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (S)-1-[5-Cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carbonyl]-4,4-difluoro-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 | 4,4-Difluoro-L-prolinamide hydrochloride | HCID 45158909 | — |
| Reactant | 5-Cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carboxylic acid | HCID 71087698 | — |
| Product | (S)-1-[5-Cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carbonyl]-4,4-difluoro-pyrrolidine-2-carboxylic acid amide | HCID 74763820 | — |
Reaction Steps
In analogy to the procedure described in Example 47 b), 5-cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carboxylic acid (Example 5 g)) was reacted with (S)-4,4-difluoropyrrolidine-2-carboxamide hydrochloride (CAN 426844-51-1) in the presence of TBTU and DIEA to obtain the title compound as colorless oil; MS (EI): m/e=404.5 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09303012B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-03964169da484a48a1602d95c617e603 |
| Source note | uspto-grants-2016_04 |