HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → [6-(3-Amino-prop-1-ynyl)-quinazolin-4-yl]-[1-(3-fluoro-benzyl)-1H-indazol-5-yl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (3-{4-[1-(3-Fluoro-benzyl)-1H-indazol-5-ylamino]-quinazolin-6-yl}-prop-2-ynyl)-carbamic acid tert-butyl ester | HCID 66623769 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [6-(3-Amino-prop-1-ynyl)-quinazolin-4-yl]-[1-(3-fluoro-benzyl)-1H-indazol-5-yl]-amine | HCID 66623580 | 86% |
Reaction Steps
(3-{4-[1-(3-Fluoro-benzyl)-1H-indazol-5-ylamino]-quinazolin-6-yl}-prop-2-ynyl)-carbamic acid tert-butyl ester (285 mg, 0.545 mmol) is suspended in DCM (6 ml) and TFA (6 ml) is added dropwise. The reaction is stirred at r.t. for 2 hours. The solvents are removed in a N2 stream, DCM (10 ml) is added, and the organic layer is treated with sat. aq. NaHCO3 and brine, dried, and concentrated to afford the pure product (197.6 mg, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07488823B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-a95ab29f4fd041f2816b31f5f5270e79 |
| Source note | uspto-grants-2009_02 |