HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1-Dichloroethane → HCID 4088536, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1-Dichloroethane | HCID 6365 | — |
| Reactant | 3-Amino-5-methylisoxazole | HCID 66172 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (1H-Indol-3-ylsulfanyl)-acetic acid | HCID 590707 | — |
| Reactant | 1-(Chloro-1-pyrrolidinylmethylene)pyrrolidinium Hexafluorophosphate | HCID 2736652 | — |
| Product | HCID 4088536 | HCID 4088536 | 71% |
Reaction Steps
2-((1H-indol-3-yl)thio)acetic acid (650 mg, 3.14 mmol) from Step B, 3-amino-5-methyl-isoxazole (616 mg, 6.28 mmol), PyClu (2.00 g, 6.28 mmol), and DIEA (1.36 mL, 7.85 mmol) were added to dichloroethane (25 mL) and microwave irradiated at 110° C. for 20 minutes. The solvent was removed in vacuo and the remaining residue purified on a silica gel column (0-70% ethyl acetate:hexanes over 33 min) to yield the desired product (642 mg, 2.23 mmol, 71% yield). LCMS>99% at 214 nm, RT=1.23 min, m/z=288 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772509B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-178121c4e56d4f31b1a6aa24e23d7dd0 |
| Source note | uspto-grants-2014_07 |