HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043484Generated: October 31, 2026
Acetic Acid → Tert-butyl [4-(3-hydroxy-3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4',3'-f]azepin-2-yl)pyridin-3-yl]carbamate
https://huagongshe.com/reaction/1043484
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | Tert-butyl 4-formylpyridin-3-ylcarbamate | HCID 14177126 | — |
| Reactant | HCID 178516816 | HCID 178516816 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Tert-butyl [4-(3-hydroxy-3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4',3'-f]azepin-2-yl)pyridin-3-yl]carbamate | HCID 16071783 | 69% |
Reaction Steps
A mixture of (6Z)-5H-dipyrido[2,3-b:4′,3′-f]azepine-5,6(11H)-dione 6-oxime (80.0 mg, 0.333 mmol), tert-butyl-(4-formylpyridin-3-yl)carbamate, ammonium acetate (0.513 g, 6.66 mmol), water (0.12 mL) and acetic acid (0.76 mL) was stirred at 80° C. for 3 h. The solution was diluted with ethyl acetate and water, the organic solution was washed with brine, dried over MgSO4 and concentrated. The crude residue was purified by preparative LCMS to yield the desired product (102 mg, 69%). LCMS for C23H22N2O3(M+H)+: m/z=444.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08563541B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-166f182f99d2494ca2d4e28802eaaf36 |
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| Source note | uspto-grants-2013_10 |
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