HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708331Generated: October 28, 2026
Azidotrimethylsilane → HCID 25241962, compound
https://huagongshe.com/reaction/708331
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Azidotrimethylsilane | HCID 78378 | — |
| Reactant | tert-butyl N-(prop-2-yn-1-yl)carbamate | HCID 11073648 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | N,N-dimethylformamide methanol | HCID 21901440 | — |
| Product | HCID 25241962 | HCID 25241962 | 99% |
Reaction Steps
To a solution of N-Boc-propargyl amine (1.60 g, 10.3 mmol) in a mixture of DMF:MeOH (4:1, 10 mL) was added trimethylsilylazide (2.0 mL, 15.2 mmol) and CuI (95 mg, 0.50 mmol). The resulting mixture was heated to 100° C. for 16 h, whereupon it was concentrated in vacuo and purified via silica gel chromatography, affording the title compound (2.0 g, 99%) as a light yellow oil; LCMS: m/z=196.9 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09174978B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-717d23fe639a4643b9a6aadf72a27996 |
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| Source note | uspto-grants-2015_11 |
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