Ethyl 4-(2,4-difluoroanilino)-7-ethoxy-6-(4-propan-2-ylpiperazin-1-yl)quinoline-3-carboxylate

C27H32F2N4O3, 498.574 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

verified recordOrganic — aromatic ester1 documented reactions

Drawn from the SMILES. It shows how the atoms are connected — not a photograph of a molecule, and not its shape in space.

Identifiers

Molecular formula: C₂₇H₃₂F₂N₄O₃
Molecular weight: 498.574 g/mol
Exact mass: 498.244247 g/mol
IUPAC name: ethyl 4-(2,4-difluoroanilino)-7-ethoxy-6-(4-propan-2-ylpiperazin-1-yl)quinoline-3-carboxylate
SMILES: CCOC(=O)c1cnc2cc(OCC)c(N3CCN(C(C)C)CC3)cc2c1Nc1ccc(F)cc1F
InChI: InChI=1S/C27H32F2N4O3/c1-5-35-25-15-23-19(14-24(25)33-11-9-32(10-12-33)17(3)4)26(20(16-30-23)27(34)36-6-2)31-22-8-7-18(28)13-21(22)29/h7-8,13-17H,5-6,9-12H2,1-4H3,(H,30,31)
InChIKey: VENXKDBCCQUYRE-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Both are open without an account.

Calculated properties

Derived from the structure rather than from a sample. These are reproducible and they are not measurements: a calculated partition coefficient and a measured one can differ by a long way, and where both exist they are listed apart on purpose.

Molecular weight: 498.6 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 498.24424722 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 5.8calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 66.9 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 709calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 1calculated · reference compound database
H-bond acceptors: 9calculated · reference compound database
logP: 5.3624calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 66.93 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 1calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 7calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 8calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 137.4312 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.4074calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.4194calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon27 atoms · 65.0% by mass
N Nitrogen4 atoms · 11.2% by mass
O Oxygen3 atoms · 9.6% by mass
F Fluorine2 atoms · 7.6% by mass
H Hydrogen32 atoms · 6.5% by mass

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded: 36
Total atoms, hydrogen included: 68
Rings: 4
Aromatic rings: 3
Stereocentres: 0
Formal charge: 0

Functional groups

Ester
A carbonyl bonded to an oxygen that links to another carbon.
Ether
An oxygen bridging two carbons.
Secondary aromatic amine
A nitrogen bonded to an aromatic ring, one other carbon and one hydrogen.
Tertiary aromatic amine
A nitrogen bonded to an aromatic ring and two other carbons.
Tertiary amine
Nitrogen bonded to three carbons.
Halide (C–X)
A halogen atom attached to carbon.
Aromatic ring
A flat six-membered ring with delocalised electrons.

Matched by structural pattern, not by a measurement.

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.

Reactions it appears in

1 documented reaction involves Ethyl 4-(2,4-difluoroanilino)-7-ethoxy-6-(4-propan-2-ylpiperazin-1-yl)quinoline-3-carboxylate, each with a written procedure and a source, and all of them are buchwald–hartwig amination. A few are shown.

Buchwald–Hartwig amination

Buchwald–Hartwig amination · as a product

A recorded experiment with its conditions, its yield where one was published, and a link to the source.

All 1 buchwald–hartwig amination records

Other names for it

The systematic name on this record is ethyl 4-(2,4-difluoroanilino)-7-ethoxy-6-(4-propan-2-ylpiperazin-1-yl)quinoline-3-carboxylate.

Structurally related

Nothing structurally close to Ethyl 4-(2,4-difluoroanilino)-7-ethoxy-6-(4-propan-2-ylpiperazin-1-yl)quinoline-3-carboxylate has a page here yet.

Where these values came from

reference compound database68439104
compound record
chemistry engine
structure perception

compound record.

What this page does not claim

The identifiers are what the source record holds, copied rather than recomputed. Measured values are reported as their source gave them, units and all; calculated values are marked as calculated and are not measurements. Where a field is absent the page says so, because a blank cell reads as a zero and a guessed value reads as a fact.

Nothing here is a hazard assessment, a purity statement or advice about handling a sample. A flash point quoted from a safety database is a number somebody published, not a judgement by us about whether this molecule is safe for what you intend.