HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495480Generated: October 31, 2026
Triethylamine; trifluoroacetic acid → 3-{2-Methoxy-4-[4-(quinolin-3-ylamino)-pyrimidin-2-ylamino]-phenyl}-1-pyrrolidin-1-yl-propanone
https://huagongshe.com/reaction/495480
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine; trifluoroacetic acid | HCID 12210277 | — |
| Reactant | (2-Chloropyrimidin-4-yl)quinolin-3-ylamine | HCID 22326846 | — |
| Reactant | 3-(4-Amino-2-methoxy-phenyl)-1-pyrrolidin-1-yl-propan-1-one | HCID 22326858 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 3-{2-Methoxy-4-[4-(quinolin-3-ylamino)-pyrimidin-2-ylamino]-phenyl}-1-pyrrolidin-1-yl-propanone | HCID 69738425 | — |
Reaction Steps
To a solution of (2-chloro-pyrimidin-4-yl)-quinolin-3-yl-amine (0.5 g, 1.8 mmol, 1.0 eq.) and 3-(4-amino-2-methoxy-phenyl)-1-pyrrolidin-1-yl-propan-1-one (0.47 g, 2.0 mmol, 1.1 eq. Step B) in 0.5 mL of DMSO was added a 1/1 (v/v) mixture of TFA/Et3N (337 μl, 1.8 mmol, 1.0 eq.). The reaction was heated to 100° C. and stirred for 16 h. The mixture was cooled, concentrated and purified by column chromatography (0-5% MeOH in CH2Cl2 with 1% of NH4OH (aq.)). Triturated with CH2Cl2 to provide the title compound. MS m/z=469.6 (M+H)+ Calc'd for C27H28N6O2: 468.56.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06939874B2 |
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| Source dataset | uspto-grants-2005_09 |
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| ORD ID | ord-c686b7b979604241baf46f71522022e3 |
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| Source note | uspto-grants-2005_09 |
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