HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3-Nitrophenoxy)acetic acid → HCID 66758764, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-Nitrophenoxy)acetic acid | HCID 74656 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 46916373 | HCID 46916373 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66758764 | HCID 66758764 | 54.5% |
Reaction Steps
To a solution of 5-amino-2-[2-(4-fluorophenyl)ethyl]-7-piperazin-1-yl-thiazolo[5,4-d]pyrimidine (50 mg, 0.14 mmol) and 3-nitrophenoxyacetic acid (0.23 mmol) in DMF (2 ml) was added TBTU (0.21 mmol) followed by diisopropylethylamine (0.21 mmol, 35 μL). The reaction was stirred at room temperature for 24 hours after which the solvent was removed in vacuo. The resulting residue was purified by flash chromatography on silica, the mobile phase being a mixture of methanol and dichloromethane (in a ratio gradually ranging from 100% CH2Cl2 to 0.5% CH3OH in CH2Cl2), yielding the pure title compound (41 mg) which was characterized by its mass spectrum: MS m/z (%): 538 ([M+H]+, 100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193741B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-1bccbf6b55dd4b9fa9229f4a7d1f50ef |
| Source note | uspto-grants-2015_11 |