PATENT CLAIM ANALYSIS

Application Number: 15925555
Application Type: Utility
Filing Date: 2018-03
Publication Date: 2018-10
Patent Classification: ["548", "497000"]

Abstract:
The present disclosure relates to a method for preparing various physiologically active pharmaceutical ingredients, such as a 1,1-diaryl compound and a 1,1-diheteroaryl compound (specifically, a 1,1-diaryl carbonyl compound), in an economical and convenient manner under mild conditions without using an expensive transition metal catalyst by activating an alkyne compound (e.g., an ynamide) using a Brønsted acid as a catalyst to induce a reaction of the activated alkyne compound and a N—O bond oxidant to form an adduct intermediate and then inducing a coupling reaction of the adduct intermediate with various nucleophilic organic compounds (e.g., a nucleophilic arene compound).

Claim (Index 2):
A method for oxygenative coupling of an alkyne compound, the method comprising:\n reacting an alkyne compound represented by General Formula 1 with a N\u2014O bond oxidant in the presence of a Br\u00f8nsted acid-containing catalyst in an organic solvent to form an alkyne-oxidant adduct intermediate; and subsequently reacting the alkyne-oxidant adduct intermediate with a nucleophile (Nu) to form a compound represented by General Formula 2 below: wherein, R 1  is carbonyl (R 4 C(O)), sulfonyl (R 4 SO 2 ), carbamate (R 4 OC(O)), or sulfinyl (R 4 S(O)), as a substituent that lowers electron density of N atoms, and R 4  is selected from the group consisting of a C1-C40 alkyl group, a C2-C40 alkenyl group, a C2-C40 alkynyl group, a C6-C40 aryl group, a heteroaryl group having 5 to 40 heteronuclear atoms, a C6-C40 aryloxy group, a C1-C40 alkyloxy group, a C6-C40 arylamine group, a C1-C40 alkylamine group, a C1-C40 alkyl group having C6-C40 aryl, a C1-C40 alkyl group having 1 to 6 alcohol groups, a C1-C40 alkyl group having C1-C40 amine, a C3-C40 cycloalkyl group, and a heterocycloalkyl group having 3 to 40 heteronuclear atoms;\n R 2  and R 3  each are independently selected from the group consisting of hydrogen, deuterium, halogen, a cyano group, a C1-C40 alkyl group, a C2-C40 alkenyl group, a C2-C40 alkynyl group, a C6-C40 aryl group, a heteroaryl group having 5 to 40 heteronuclear atoms, a C6-C40 aryloxy group, a C1-C40 alkyloxy group, a C6-C40 arylamine group, a C1-C40 alkylamine group, a C1-C40 alkyl group having C6-C40 aryl, a C1-C40 alkyl group having 1 to 6 alcohol groups, a C1-C40 alkyl group having C1-C40 amine, a C3-C40 cycloalkyl group, and a heterocycloalkyl group having 3 to 40 heteronuclear atoms, and R 2  and R 3  may bind to a neighboring group to form a fused ring; \n R 1  and R 2  may bind to each other to form an indole ring, and respective substituents at positions 2, 3, 4, 5, 6, and 7 of the indole are selected from the group consisting of a C1-C40 alkyl group, a C2-C40 alkenyl group, a C2-C40 alkynyl group, a C6-C40 aryl group, a heteroaryl group having 5 to 40 heteronuclear atoms, a C6-C40 aryloxy group, a C1-C40 alkyloxy group, a C6-C40 arylamine group, a C1-C40 alkylamine group, a C1-C40 alkyl group having C6-C40 aryl, a C1-C40 alkyl group having 1 to 6 alcohol groups, a C1-C40 alkyl group having C1-C40 amine, a C3-C40 cycloalkyl group, and a heterocycloalkyl group having 3 to 40 heteronuclear atoms; and \n Nu is selected from the group consisting of a C6-C40 substituted phenol group, a C6-C40 substituted aniline group, an indole group having 8 to 40 heteronuclear atoms, a pyrrole group having 5 to 40 heteronuclear atoms, a 1,2-diazole group having 5 to 40 heteronuclear atoms, a C3-C40 silyl enol ether group, and a C3-C40 terminal vinyl group.

Metadata:
- Claim Count in Document: 48.0
- Percentile: 90.0
- Lexical Diversity: 1.66667
- Patent Class: 548.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: True
- Related Applications: ['15148622', '14067288', '14793112', '13520100', '15328180']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7015281765811197
- 35 USC 102 Novelty (BERT): 0.5113444044112316
- Combined Prediction Score: 0.6825097993641308
- Mean Citation Score: 257.966806
- Max Citation Score: 270.09018
- Similarity Product: 190.9025682554341

Labels:
- Claim Label 101: 1
- Claim Label 102: 0
- Claim Label 103: 1
- Claim Label 112: 0
- Combined Label: 0
- Label 101 Adjusted: 1

Dataset: test