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(R)-2-chloro-6-methyl-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-f][1,4]oxazepine

An aromatic ether, C14H14ClN3O, 275.739 g/mol. Appears in 7 documented reactions.

verified record, Organic — aromatic ether, 7 documented reactions

Identifiers

Molecular formula
C₁₄H₁₄ClN₃O
Molecular weight
275.739 g/mol
Exact mass
275.08254 g/mol
IUPAC name
(8R)-2-chloro-6-methyl-8-phenyl-7,8-dihydro-5H-pyrimido[5,4-f][1,4]oxazepine
SMILES
CN1Cc2cnc(Cl)nc2OC(c2ccccc2)C1
Isomeric SMILES
CN1Cc2cnc(Cl)nc2O[C@H](c2ccccc2)C1
InChI
InChI=1S/C14H14ClN3O/c1-18-8-11-7-16-14(15)17-13(11)19-12(9-18)10-5-3-2-4-6-10/h2-7,12H,8-9H2,1H3/t12-/m0/s1
InChIKey
FXMJLIXXHYOTNZ-LBPRGKRZSA-N
Open in ReactionLensUse in reaction prediction

Calculated properties

Derived from the structure, not from a sample; kept apart from the measurements above.

Molecular weight
275.73 g/molcalculated · reference compound database
Average mass of one molecule, from reference compound database.
Exact mass
275.0825398 Dacalculated · reference compound database
Mass of the most common isotopic form.
XLogP3
2.6calculated · reference compound database
Estimated oil/water partition, computed by reference compound database.
Polar surface area
38.3 Ųcalculated · reference compound database
Polar surface area as computed by reference compound database.
Complexity
298calculated · reference compound database
A rough measure of how intricate the structure is.
H-bond donors
0calculated · reference compound database
H-bond acceptors
4calculated · reference compound database
logP
2.6955calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
38.25 Ųcalculated · chemistry engine
Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors
0calculated · chemistry engine
Atoms that can donate a hydrogen bond.
H-bond acceptors
4calculated · chemistry engine
Atoms that can accept a hydrogen bond.
Rotatable bonds
1calculated · chemistry engine
Single bonds the molecule can freely twist around.
Molar refractivity
73.187 cm³/molcalculated · chemistry engine
Relates to the molecule's polarisability.
Fraction sp³ carbons
0.2857calculated · chemistry engine
Share of carbon atoms with tetrahedral bonding.
QED drug-likeness
0.7503calculated · chemistry engine
Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

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

Structure

Heavy atoms, hydrogen excluded
19
Total atoms, hydrogen included
33
Rings
3
Aromatic rings
2
Stereocentres
1
Formal charge
0

Functional groups

  • Ether

    An oxygen bridging two 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

7 documented reactions involve (R)-2-chloro-6-methyl-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-f][1,4]oxazepine, 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 reactant

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

Buchwald–Hartwig amination

Buchwald–Hartwig amination · as a reactant

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

Buchwald–Hartwig amination

Buchwald–Hartwig amination · as a reactant

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

All 7 buchwald–hartwig amination records

Other names for it

The systematic name on this record is (8R)-2-chloro-6-methyl-8-phenyl-7,8-dihydro-5H-pyrimido[5,4-f][1,4]oxazepine.

The sources also call it SCHEMBL3748794, FXMJLIXXHYOTNZ-LBPRGKRZSA-N.

Structurally related

Molecules sharing this formula, or whose fingerprint is at least 40% similar to this one. Similarity is Tanimoto on Morgan fingerprints over this library only — it is a measure of structural overlap, not of how alike they behave.

(R)-2-chloro-6-(2-fluoroethyl)-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-f][1,4]oxazepine

C15H15ClFN3O

(S)-8-chloro-4-methyl-2-phenyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine

C15H15ClN2O

(2R)-8-chloro-4-methyl-2-phenyl-3,5-dihydro-2H-pyrido[3,2-f][1,4]oxazepine

C15H15ClN2O

(R)-4-Methyl-N-(5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl)-2-phenyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepin-8-amine

C24H24N6O

(R)-4-Methyl-N-(4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-2-phenyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepin-8-amine

C24H24N6O

(R)-2-(8-chloro-2-phenyl-2,3-dihydropyrido[3,2-f][1,4]oxazepin-4(5H)-yl)ethanol

C16H17ClN2O2

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as (R)-2-chloro-6-methyl-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-f][1,4]oxazepine. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.

(R)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-6-methyl-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-f][1,4]oxazepin-2-amine

formed as a product

C₂₅H₂₆N₆O₂, 442.523 g/mol.

1,4-Dioxane

C₄H₈O₂, 88.106 g/mol.

1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)

C₃₉H₃₂OP₂, 578.632 g/mol.

1,2-Dimethoxyethane

C₄H₁₀O₂, 90.122 g/mol.

Where these values came from

compound record.

What this page does not claim

Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.

Where to next

Molar mass calculator

Work with C14H14ClN3O in a calculation, with every element's contribution shown.

Molarity calculator

Grams of (R)-2-chloro-6-methyl-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-f][1,4]oxazepine for a volume and a concentration, or the concentration a mass gives.

Open in ReactionLens

The full record in the workstation: every atom, every bond, and the reactions it appears in.