HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 58180923, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 58180890 | HCID 58180890 | — |
| Product | HCID 58180923 | HCID 58180923 | 82.1% |
Reaction Steps
A solution of tert-butyl 4-{2-cyano-1-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}piperidine-1-carboxylate (2.0 g, 0.0036 mol) in 1,2-dichloroethane (20 mL, 0.2 mol) and trifluoroacetic acid (20 mL, 0.2 mol) was stirred for 1.1 hour, then the solvent was removed by rotary evaporation to give a colorless oil. The thick oil was dissolved in methanol (15 mL, 0.37 mol) and ethylenediamine (1.0 mL, 0.015 mol) was added. After 1.1 hours, the reaction was purified by preparative-LCMS (pH 10) to give 0.95 g white solid (82% yield). LCMS (M+1): 322.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249145B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-db08745c248243a2bb12a69e3889eb1a |
| Source note | uspto-grants-2016_02 |