HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79331Generated: October 23, 2026
tert-butyl (3S,4S)-3,4-dihydroxypyrrolidine-1-carboxylate → (3S,4S)-tert-butyl 3-(3-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-ylcarbamoyl)imidazo[1,2-a]pyridin-7-yloxy)-4-hydroxypyrrolidine-1-carboxylate
https://huagongshe.com/en/reaction/79331
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | tert-butyl (3S,4S)-3,4-dihydroxypyrrolidine-1-carboxylate | HCID 13329885 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 7-Fluoro-N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide | HCID 67259826 | — |
| Solvent | Tert-butanol tetrahydrofuran | HCID 66775918 | — |
| Product | (3S,4S)-tert-butyl 3-(3-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-ylcarbamoyl)imidazo[1,2-a]pyridin-7-yloxy)-4-hydroxypyrrolidine-1-carboxylate | HCID 67259560 | 91.5% |
Reaction Steps
To N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-fluoroimidazo[1,2-a]pyridine-3-carboxamide (32 mg, 0.075 mmol; prepared as in Example 74, Step A) in THF/t-BuOH (1 mL/1 mL) was added (3S,4S)-tert-butyl 3,4-dihydroxypyrrolidine-1-carboxylate (61 mg, 0.30 mmol) and potassium tert-butoxide (67 mg, 0.60 mmol). The reaction was heated with microwave at 100° C. for 50 minutes, and then concentrated under reduced pressure. Silica gel chromatography (DCM/MeOH 10:1) gave the crude product (42 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08841455B2 |
|---|
| Source dataset | uspto-grants-2014_09 |
|---|
| ORD ID | ord-c3362d14a019415d972419ceedcbccfe |
|---|
| Source note | uspto-grants-2014_09 |
|---|
