HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 86681005, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (1R,2R)-2-Aminocyclohexanol | HCID 735777 | — |
| Reactant | HCID 57527160 | HCID 57527160 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 86681005 | HCID 86681005 | 100% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
To a suspension of (2-bromobenzo[d]thiazol-6-yl)methanol (400 mg, 1.6 mmol) from Step 2 of Example 2 in DMA (6 mL) were added DIEA (258 mg, 2.0 mmol) and (1R,2R)-2-aminocyclohexanol (226 mg, 2.0 mmol) at rt. The reaction mixture was stirred in a sealed tube at 120° C. overnight. After cooling to rt, the mixture was concentrated under reduced pressure to give crude (1R,2R)-2-((6-(hydroxymethyl)benzo[d]thiazol-2-yl)amino)cyclohexanol as a brown oil (445 mg, 100%), which was used for the next step without any further purification. LCMS (ESI) m/z 279 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952058B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-ef0dacbc76cc4c20a6273e69e0db3af2 |
| Source note | uspto-grants-2015_02 |