HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67103555, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 6995697 | HCID 6995697 | — |
| Reactant | 1-(5-Amino-3-bromo-1,2-thiazol-4-yl)ethan-1-one | HCID 12246192 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67103555 | HCID 67103555 | 82% |
Reaction Steps
Add a freshly prepared 1.93M solution of (1R,2R)-2-methyl-cyclopropanecarbonyl chloride (5.52; mol) in dichloromethane over 15; min to a suspension of 1-(5-amino-3-bromo-isothiazol-4-yl)-ethanone (1.17; kg, 4.93; mol) and triethylamine (859; mL, 6.16; mol) in dichloromethane (5.86; L) at room temperature and stir 4; hours. Quench the reaction with water (1; L) and separate the layers. Dry the organic layer over magnesium sulfate, filter, concentrate and purify the residue by short column silica gel chromatography (3500; g of SiO2) gradient eluting from 100:0; to 40:60 using n-hexane and ethyl acetate to give the title compound as a white solid (1230; g, 82%). MS (m/z): 303, 305; (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932274B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-2e3b25e4de6948d98f4584a44670182f |
| Source note | uspto-grants-2011_04 |