HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1040484Generated: October 30, 2026
Triethylamine → (1-Pyrimidin-4-yl-cyclopropyl)-carbamic acid tert-butyl ester
https://huagongshe.com/reaction/1040484
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanimidamide, hydrochloride (1:1) | HCID 10313058 | — |
| Reactant | (E)-tert-butyl 1-(3-(dimethylamino)acryloyl)cyclopropylcarbamate | HCID 67291958 | — |
| Product | (1-Pyrimidin-4-yl-cyclopropyl)-carbamic acid tert-butyl ester | HCID 67292536 | 20.4% |
Reaction Steps
To a solution of [1-((E)-3-Dimethylamino-acryloyl)-cyclopropyl]-carbamic acid tert-butyl ester (600 mg, 2.4 mmol) was added triethylamine (1.3 mL, 9.4 mmol) and formamidine hydrochloride (570 mg, 7.1 mmol) at room temperature. The reaction was stirred at 75-80° C. for 14 h. The volatiles were removed in vacuo to give a crude solid mass that was purified by preparative reversed phase HPLC to give 115 mg of the title compound as a light yellow solid, m/z 236.36 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08552205B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-2544949b8aa049d39cd830e4ab4a5829 |
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| Source note | uspto-grants-2013_10 |
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