HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl orthoformate → HCID 53418335, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | Ethyl 2-amino-2-cyanoacetate | HCID 288716 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 53418335 | HCID 53418335 | 57% |
Reaction Steps
A solution of amino-cyano-acetic acid ethyl ester (333 mg, 2.6 mmol) and triethyl orthoformate (454 μL, 2.73 mmol) in acetonitrile is heated at reflux for 45 min. After cooled down to room temperature, cyclopropylamine (180 μL, 2.6 mmol) is added. After stirred at room temperature overnight, the solution is concentrated and purified with chromatography. The desired product is obtained a white solid as product (290 mg, 57% yield). 1H NMR (CDCl3) δ 7.08 (s, 1H), 5.01 (b, 2H), 4.27 (q, 2H), 2.95 (m, 1H), 1.31 (t, 3H), 1.04 (m, 2H), 0.91 (m, 2H); m/z 196.1 (M+H4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158634B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-9e05c368b54d4fe3ba7c2f00ad680f11 |
| Source note | uspto-grants-2012_04 |