HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid methylene chloride → N-methyl-N-[6-[2-(methylamino)propanoylamino]-2-(2-phenyl-ethynyl)pyridin-3-yl]oxane-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Reactant | tert-butyl-N-methyl-N-[1-[[5-[methyl(oxane-4-carbonyl)amino]-6-(2-phenyl-ethynyl)pyridin-2-yl]amino]-1-oxopropan-2-yl]carbamate | HCID 86694429 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-methyl-N-[6-[2-(methylamino)propanoylamino]-2-(2-phenyl-ethynyl)pyridin-3-yl]oxane-4-carboxamide | HCID 86694430 | — |
Reaction Steps
A mixture of tert-butyl-N-methyl-N-[1-[[5-[methyl(oxane-4-carbonyl)amino]-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxopropan-2-yl]carbamate F5b (5 mg) and DCM:TFA (9:1, 1 ml) is stirred at RT for 100 minutes. The mixture is diluted with DCM and extracted with a saturated aqueous solution of NaHCO3. The combined organic layers are dried over MgSO4 and concentrated in vacuo. The product is purified by RP HPLC. Yield: 7 mg. HPLC-MS: M+H=421; tR=1.33 min (*Method—1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859541B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-f6bc19281df84d8ca770c1dda30b25c2 |
| Source note | uspto-grants-2014_10 |