HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2098379Generated: October 30, 2026
1,2-Dichloroethane → 3-(4-methyl-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamate
https://huagongshe.com/reaction/2098379
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1,1-Dichloroethane | HCID 6365 | — |
| Reactant | 3-Aminophenyl dimethylcarbamate | HCID 29877 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1-[(Tert-butoxy)carbonyl]-4-methylpiperidine-4-carboxylic acid | HCID 23282848 | — |
| Reactant | Tert-butyl 4-(3-(dimethylcarbamoyloxy)phenylcarbamoyl)-4-methylpiperidine-1-carboxylate | HCID 67037209 | — |
| Product | 3-(4-methyl-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamate | HCID 57920198 | 50% |
Reaction Steps
Preparation of tert-butyl 4-(3-(dimethylcarbamoyloxy)phenylcarbamoyl)-4-methylpiperidine-1-carboxylate. 1-(tert-Butoxycarbonyl)-4-methylpiperidine-4-carboxylic acid (67 mg, 0.28 mmol), EDC (64 mg, 0.33 mmol), HOBT (45 mg, 0.33 mmol) and dichloroethane (2.0 mL) were combined in a pressure rated sealed tube and stirred for 45 min. 3-Aminophenyl dimethylcarbamate (50 mg, 0.28 mmol) was added, and the mixture was heated at 85° C. for 18 hours. The mixture was concentrated and chromatographed (SiO2, 0-2% MeOH:CH2Cl2) to give the title compound in 50% yield. MS (ES+) [M+H]+=406.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08450332B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-fb1b83c12b424855b22a699f13e28424 |
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| Source note | uspto-grants-2013_05 |
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