PATENT CLAIM ANALYSIS

Application Number: 16013281
Application Type: Utility
Filing Date: 2018-06
Publication Date: 2018-10
Patent Classification: ["548", "530000"]

Abstract:
The present invention is directed to novel compounds of formula (I) and their use in treating and/or preventing metabolic diseases.

Claim (Index 33):
A process for the preparation of a compound of formula Ib-1b\u2032 wherein\n D is \u2014C(\u2550O)\u2014; \n L 2  is a single bond; \n R 1 , R 2  and R are independently \u2014H; \n R 3  is \u2014H, cyano, alkyl, hydroxyalkyl, aralkyl, alkoxyalkyl, acetyl, or arylsulfonyl; \n R 3\u2032  is \u2014H or C 1 -C 4  alkyl; \n R 4  is \u2014H, cyano, or C 1 -C 4  alkyl; \n Ar 1  is a 5- to 6-membered aryl, 5- to 6-membered heteroaryl, 3- to 6-membered cycloalkyl, or a linear or branched C 3 -C 6  alkyl, each of which being optionally substituted by one or more group(s) selected from halo, cyano, alkyl, haloalkyl, cycloalkyl, aryl, heteroaryl, hydroxy, alkoxy, haloalkoxy, amino, alkylamino, carboxy, alkoxycarbonyl, alkylcarbonyloxy, alkylcarbonylamino, haloalkylcarbonylamino, carbamoyl, hydroxycarbamoyl, alkylcarbamoyl, carbamoylamino, alkylcarbamoylamino, alkylsulfonyl, haloalkylsulfonyl, sulfamoyl, alkylsulfamoyl, alkylsulfonylamino and haloalkylsulfonylamino, wherein each of said aryl or heteroaryl substituent group(s) may be optionally substituted by one or more further substituents selected from halo, cyano, alkyl, haloalkyl, hydroxy, alkoxy and haloalkoxy; or \n two Ar 1  substituents form an alkylenedioxy group or a haloalkylenedioxy group; and \n Ar 2  is selected from 4\u2032-(2-methoxy-4-methylsulfonamido-1,1\u2032-biphenyl), 4\u2032-(2-methyl-3-methylsulfonamido-1,1\u2032-biphenyl), 4-(2-methoxypyridin-3-yl)phenyl, 4-(2,6-dimethoxypyrimidin-5-yl)phenyl, 3-methoxy-4-(2-methoxypyrimidin-5-yl)phenyl, 4-(3,6-dimethoxypyridazin-5-yl)phenyl, 4\u2032-(5-cyano-2-methoxy-1,1\u2032-biphenyl), 4\u2032-(5-cyano-2-methyl-1,1\u2032-biphenyl), 3-fluoro-4-(3,6-dimethoxypyridazin-5-yl)phenyl, (4-(4-methoxypyridin-3-yl)phenyl), (4\u2032-(methylsulfonamido)-[1,1\u2032-biphenyl]-4-yl), (3\u2032-(methylsulfonamido)-[1,1\u2032-biphenyl]-4-yl), (4-(2,4-dimethoxypyrimidin-5-yl)phenyl), (5-methoxy-6-phenylpyridin-3-yl), (4-(4-methoxypyrimidin-5-yl)phenyl), (2,2\u2032-dimethoxy-[1,1\u2032-biphenyl]-4-yl), (3-methoxy-4-(4-methoxypyridin-3-yl)phenyl), (4-(2,4-dimethoxypyrimidin-5-yl)-3-methoxyphenyl), (4\u2032-acetamido-2\u2032-methoxy-[1,1\u2032-biphenyl]-4-yl), (2\u2032-cyano-4\u2032,5\u2032-dimethoxy-[1,1\u2032-biphenyl]-4-yl), (2\u2032-methoxy-4\u2032-(N-methylmethylsulfonamido)-[1,1\u2032-biphenyl]-4-yl), (6-(2,4-dimethoxyphenyl)pyridin-3-yl), (4-(4,6-dimethoxypyrimidin-5-yl)phenyl) and (4-(3-methoxypyridin-4-yl)phenyl); \n wherein the process consists of: \n a) coupling of a compound of formula C \n wherein: R is methyl, ethyl, tert-butyl, benzyl, allyl, phenacyl, methoxymethyl, methylthiomethyl, 2-methoxyethoxymethyl, 2-trimethylsilylethyl or tert-butyldiphenylsilyl, R 3  is \u2014H, cyano, alkyl, hydroxyalkyl, aralkyl, alkoxyalkyl, acetyl, or arylsulfonyl; R 3\u2032  is \u2014H or C 1 -C 4  alkyl; R 4  is \u2014H, cyano, or C 1 -C 4  alkyl; and Ar 1  is a 5- to 6-membered aryl, 5- to 6-membered heteroaryl, 3- to 6-membered cycloalkyl, or a linear or branched C 3 -C 6  alkyl, each of which being optionally substituted by one or more group(s) selected from halo, cyano, alkyl, haloalkyl, cycloalkyl, aryl, heteroaryl, hydroxy, alkoxy, haloalkoxy, amino, alkylamino, carboxy, alkoxycarbonyl, alkylcarbonyloxy, alkylcarbonylamino, haloalkylcarbonylamino, carbamoyl, hydroxycarbamoyl, alkylcarbamoyl, carbamoylamino, alkylcarbamoylamino, alkylsulfonyl, haloalkylsulfonyl, sulfamoyl, alkylsulfamoyl, alkylsulfonylamino and haloalkylsulfonylamino, wherein each of said aryl or heteroaryl substituent group(s) may be optionally substituted by one or more further substituents selected from halo, cyano, alkyl, haloalkyl, hydroxy, alkoxy and haloalkoxy; or two Ar 1  substituents form an alkylenedioxy group or a haloalkylenedioxy group, with a compound of formula D wherein R\u2033 is \u2014Cl or \u2014OL, wherein L is benzotriazol-1-yl, 7-azabenzotriazol-1-yl or imidazole-1-yl; and; and A 0 , A 0\u2032 , A 1 , A 2 , A 3 , A 4  and A 5  are selected from the combinations 1 to 24: Combination no A 0 A 0\u2032 A 1 A 2 A 3 A 4 A 5 1 CH CH C\u2014OCH 3 CH C\u2014NHSO 2 CH 3 CH CH 2 CH CH C\u2014CH 3 C\u2014NHSO 2 CH 3 CH CH CH 3 CH CH C\u2014OCH 3 N CH CH CH 4 CH CH C\u2014OCH 3 N C\u2014OCH 3 N CH 5 C\u2014OCH 3 CH CH N C\u2014OCH 3 N CH 6 CH CH C\u2014OCH 3 N N C\u2014OCH 3 CH 7 CH CH C\u2014OCH 3 CH CH C\u2014CN CH 8 CH CH C\u2014CH 3 CH CH C\u2014CN CH 9 C\u2014F CH C\u2014OCH 3 N N C\u2014OCH 3 CH 10 CH CH CH N CH CH C\u2014OCH 3 11 CH CH CH CH C\u2014NHSO 2 CH 3 CH CH 12 CH CH CH C\u2014NHSO 2 CH 3 CH CH CH 13 CH CH CH N C\u2014OCH 3 N C\u2014OCH 3 14 N C\u2014OCH 3 CH CH CH CH CH 15 CH CH C\u2014OCH 3 N CH N CH 16 CH C\u2014OCH 3 C\u2014OCH 3 CH CH CH CH 17 C\u2014OCH 3 CH CH N CH CH C\u2014OCH 3 18 C\u2014OCH 3 CH C\u2014OCH 3 N C\u2014OCH 3 N CH 19 CH CH C\u2014OCH 3 CH C\u2014NHCOCH 3 CH CH 20 CH CH C\u2014CN CH C\u2014OCH 3 C\u2014OCH 3 CH 21 CH CH C\u2014OCH 3 CH C\u2014N(CH 3 )SO 2 CH 3 CH CH 22 N CH C\u2014OCH 3 CH C\u2014OCH 3 CH CH 23 CH CH C\u2014OCH 3 N CH N C\u2014OCH 3 24 CH CH C\u2014OCH 3 CH N CH CH in the presence of a base, and b) (i) treating the compound provided in step a) with a base, an acid or a fluoride; or (ii) hydrogenolysis of the compound provided in step a), to provide a compound of formula Ib-1b\u2032.

Metadata:
- Claim Count in Document: 11.0
- Percentile: 94.0
- Lexical Diversity: 1.0
- Patent Class: 548.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: True
- Related Applications: ['13526337', '15624290', '14763468', '15039323', '15906268']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7827350927070121
- 35 USC 102 Novelty (BERT): 0.5670477499258908
- Combined Prediction Score: 0.7611663584289
- Mean Citation Score: 343.29917
- Max Citation Score: 459.43094
- Similarity Product: 376.5867797950602

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

Dataset: test