HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216070Generated: October 29, 2026
Isopropanol → 3-(4-((Benzyloxycarbonylamino)methyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamate
https://huagongshe.com/reaction/216070
Participants
| Role | Name | HCID | Charge |
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| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Chloro-5-methyl-7H-pyrrolo(2,3-d)pyrimidine | HCID 14809282 | — |
| Reactant | 3-(4-((Benzyloxycarbonylamino)methyl)piperidine-4-carboxamido)phenyl dimethylcarbamate | HCID 67036757 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(4-((Benzyloxycarbonylamino)methyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamate | HCID 57920208 | 54% |
Reaction Steps
3-(4-((Benzyloxycarbonylamino)methyl)piperidine-4-carboxamido)phenyl dimethylcarbamate (0.216 g, 0.441 mmol) from step D, 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (0.073 g, 0.441 mmol), N,N-diisopropylethylamine (0.230 mL, 1.32 mmol), and isopropanol (5 mL) were combined and heated at 120° C. overnight in a pressure vessel. The crude reaction was diluted with CH2Cl2 and washed with H2O and brine, dried over MgSO4, and concentrated under vacuum. The residue was purified by silica gel chromatography (MeOH:CH2Cl2 gradient) to give the title compound in 54% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08193202B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-36b1dc678aa849519aeafa90381f5368 |
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| Source note | uspto-grants-2012_06 |
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