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 6):
The method of  claim 4 , characterized in that the reaction comprises: carrying out reaction of with a coupling reagent in an inert solvent to afford a compound of wherein X is selected from the group consisting of N, O, and S; Y is selected from the group consisting of Cl, Br, and I; is selected from the group consisting of substituted or unsubstituted C6-C20 aryl, and substituted or unsubstituted 3- to 20-membered heteroaryl; wherein the substitution means that one or more hydrogen atoms on the aryl is substituted by a substituent selected from the group consisting of halogen, nitro, cyano, amino unsubstituted or substituted by one or two C1-C6 alkyl or C2-C10 acyl (alkyl-CO\u2014), hydroxy, unsubstituted or halogenated C1-C6 alkyl, C1-C6 alkoxy, C6-C10 aryl, 3- to 20-membered heteroaryl, C6-C10 aryl-oxy, C2-C10 ester group (alkyl-COO\u2014), C2-C10 acyl (alkyl-CO\u2014), C2-C10 acyl-alkoxy (alkyl-OOC\u2014), C2-C10 acylamino (alkyl-NHC(O)\u2014, aryl-NHC(O)\u2014), \u2014COOH, hydroxy-C1-C10 alkylene, MeS\u2014, sulfuryl, and sulfonamido; wherein two hydrogen atoms on two adjacent carbon atoms of the aryl may be substituted by \u2014(CH 2 ) n \u2014 (n is 1, 2, 3, 4, 5 or 6);\n the coupling reagent is selected from the group consisting of ammonium hydroxide, ammonia, ammonium salts (preferably ammonium chloride, ammonium carbonate, ammonium sulfate, ammonium hydrogenphosphate, or the combinations thereof)/hydroxide solution (preferably potassium hydroxide solution),   (having 2 to 19 carbon atoms and may be a saturated, partially unsaturated or aromatic ring), R c C(O)NHR 2 , R 1 SO 2 M (preferably, M is sodium, potassium), sodium azide, NHR 1 R 2 , R 1 OH, R 1 SH, and hydroxide (preferably lithium hydroxide, or a mixture of potassium phosphate, potassium carbonate, cesium carbonate and water); \n each of R 1 , R 2 , and R c  is independently selected from the group consisting of H, substituted or unsubstituted C1-C6 alkyl, substituted or unsubstituted C1-C6 alkenyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted 3- to 20-membered heteroaryl, substituted or unsubstituted C7-C25 alkyl-aryl, substituted or unsubstituted Cl-C5 alkyl-3- to 20-membered heteroaryl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C5 alkyl-C3-C20 cycloalkyl, substituted or unsubstituted 3- to 20-membered heterocyclic group, and substituted or unsubstituted C1-C5 alkyl-3- to 20-membered heterocyclic group; \n or R 1  and R 2 , together with adjacent nitrogen atom, form a substituted or unsubstituted 3- to 20-membered heterocyclic group, or substituted or unsubstituted 3- to 20-membered hetero aryl; \n or R c  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; \n wherein the heteroaryl or heterocyclic group has 1 to 5 heteroatoms selected from the group consisting of N, 0, and S; the cycloalkyl or heterocyclic group may be a monocyclic, polycyclic, spiro or bridged ring structure; \n 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, cyano, oxo (i.e. two hydrogen atoms on the same carbon atom of the group are substituted by \u2550O), C1-C6 alkyl, halogenated C1-C6 alkyl, C1-C6 alkoxy, C6-C10 aryl, C6-C10 aryl-oxy, C2-C10 ester group (alkyl-OOO\u2014), C2-C10 acyl-alkoxy (alkyl-OOC\u2014), C2-C10 acyl (alkyl-CO\u2014), C2-C10 acylamino (alkyl/aryl-NHC(O)\u2014), \u2014COOH, nitro, hydroxy, amino, amino substituted by one or two C1-C6 alkyl, and C1-C6 alkyl-S\u2014.

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): 0.7772775585720466
- 35 USC 102 Novelty (BERT): 0.5332727231008751
- Combined Prediction Score: 0.7528770750249295
- Mean Citation Score: 356.33223200000015
- Max Citation Score: 361.1353
- Similarity Product: 258.0953425085902

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