PATENT CLAIM ANALYSIS

Application Number: 15746646
Application Type: Utility
Filing Date: 2018-01
Publication Date: 2018-07
Patent Classification: ["540", "527000"]

Abstract:
The present invention provides oxalic amide ligands and uses thereof in copper-catalyzed coupling reaction of aryl halides. Specifically, the present invention provides a use of a compound represented by formula I, wherein definitions of each group are described in the specification. The compound represented by formula I can be used as a ligand in copper-catalyzed coupling reaction of aryl halides for the formation of C—N, C—O and C—S bonds.

Claim (Index 8):
The method of  claim 4  wherein the reaction includes the following reaction (1), (2), (3), (4), (5), (6), (7) or (8):\n (1) carrying out reaction of \n with NHR 1 R 2  in an inert solvent to afford wherein the definition of each group is described as above; and preferably, in reaction (1), the reaction temperature is at 50-180\u00b0 C., preferably 100-130\u00b0 C.; (2) carrying out reaction of with ammonia source in an inert solvent to afford wherein the definition of each group is described as above; and preferably, in reaction (2), the reaction temperature is at 50-180\u00b0 C., preferably 100-130\u00b0 C.; the ammonia source is selected from the group consisting of ammonia, ammonium hydroxide, ammonium chloride, ammonium carbonate, ammonium bicarbonate, ammonium sulfate, ammonium nitrate, ammonium phosphate, diammonium hydrogen phosphate, sodium azide, preferably ammonia, ammonium hydroxide, ammonium chloride and diammonium hydrogen phosphate; (3) carrying out reaction of with R 1 OH in an inert solvent to afford wherein the definition of each group is described as above; and preferably, in reaction (3), the reaction temperature is at 50-180\u00b0 C., preferably 100-130\u00b0 C.; (4) carrying out reaction of with R 1 SH in an inert solvent to afford wherein the definition of each group is described as above; and preferably, in reaction (4), the reaction temperature is at 50-180\u00b0 C., preferably 100-130\u00b0 C.; (5) carrying out reaction of with   in an inert solvent to afford wherein   is a substituted or unsubstituted 3- to 20-membered ring containing N atom, and the 3- to 20-membered ring may be saturated, unsaturated or aromatic, while the definition of each of the rest groups is as described above; (6) carrying out reaction of with in an inert solvent to afford wherein R c  is selected from the group consisting of H, substituted or unsubstituted C1-C6 alkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted 3- to 20-membered heteroaryl, substituted or unsubstituted C7-C25 alkyl-aryl, substituted or unsubstituted C1-C5 alkyl-3- to 20-membered heteroaryl, substituted or unsubstituted C3-C20 cycloalkyl, and substituted or unsubstituted 3- to 20-membered heterocyclic group; wherein the heteroaryl or heterocyclic group has 1 to 5 heteroatoms selected from the group consisting of N, O and S; the cycloalkyl or heterocyclic group may be a monocyclic, polycyclic, spiro or bridged ring structure; or R, and R 2 , together with adjacent C(O)NH, form a substituted or unsubstituted 3- to 20-membered heterocyclic group, or substituted or unsubstituted 3- to 20-membered hetero aryl; the term \u201csubstituted\u201d means that one or more hydrogen atoms on the group is substituted by a substituent selected from the group consisting of halogen, C1-C6 alkyl, C1-C6 alkoxy, C6-C10 aryl, C6-C10 aryl-oxy, C2-C10 ester group (alkyl-OOO\u2014), C2-C10 acyl (alkyl-CO\u2014), C2-C10 acyl amino (alkyl-NHC(O)\u2014, aryl-NHC(O)\u2014), and \u2014COOH, the definition of each of the rest prouns is as described above; (7) carrying out reaction of in an inert solvent to afford wherein the definition of each group is described as above. (8) carrying out reaction of with hydroxide or OH \u2212  hydrolyzed from a base in an inert solvent to afford wherein the definition of each group is described as above.

Metadata:
- Claim Count in Document: 30.0
- Percentile: 86.0
- Lexical Diversity: 1.63043
- Patent Class: 540.0
- Transitional Phrase Type: closed
- Component Type: 1
- Foreign Priority: True
- Related Applications: ['15505052', '15436608', '15504854', '13035640', '15566872']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7780122953509452
- 35 USC 102 Novelty (BERT): 0.5345181973825923
- Combined Prediction Score: 0.7536628855541099
- Mean Citation Score: 356.33223200000015
- Max Citation Score: 361.1353
- Similarity Product: 204.1228740050196

Labels:
- Claim Label 101: 1
- Claim Label 102: 1
- Claim Label 103: 1
- Claim Label 112: 1
- Combined Label: 1
- Label 101 Adjusted: 1

Dataset: test