HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 58001792, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 58001786 | HCID 58001786 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58001792 | HCID 58001792 | 63.3% |
Reaction Steps
Ethyl N-[2-amino-6-(methyloxy)-3-pyridinyl]glycinate (40.6 g, 135 mmol) was dissolved in tetrahydrofuran (THF) (1 L) at room temperature under argon and treated with potassium tert-butoxide (15.17 g, 135 mmol). After 2 h at room temperature saturated NH4Cl (500 ml) was added and the THF evaporated. Water (500 ml) was added followed by 20% MeOH/DCM (1 L); the insoluble material was filtered off, washed with diethyl ether and dried in the vacuum oven at 40° C. overnight to afford the desired product as a yellow solid (15.3 g): LCMS and NMR consistent with product (9% of oxidized material present by NMR).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389524B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-8456e7be084749658114e26dd7c3b5e9 |
| Source note | uspto-grants-2013_03 |