PATENT CLAIM ANALYSIS

Application Number: 16271171
Application Type: Utility
Filing Date: 2019-02
Publication Date: 2019-06
Patent Classification: ["514", "210210"]

Abstract:
Compounds of formula (I): wherein A 1 , A 2 , R a , R b , R c , R d , R 3 , R 4 , R 5  and T are as defined in the description. Medicinal products containing the same which are useful in treating pathologies involving a deficit in apoptosis, such as cancer, auto-immune diseases, and diseases of the immune system.

Claim (Index 1):
A process for the preparation of a compound of formula (I): wherein:\n A 1  and A 2 , each independently of the other, represent a hydrogen atom, a halogen atom, a linear or branched (C 1 -C 6 )polyhaloalkyl group, a linear or branched (C 1 -C 6 )alkyl group or a cycloalkyl group; \n T represents a hydrogen atom, a linear or branched (C 1 -C 6 )alkyl group optionally substituted by from one to three halogen atoms, a (C 1 -C 4 )alkyl-NR 1 R 2  group, or a (C 1 -C 4 )alkyl-OR 6  group; \n R 1  and R 2 , each independently of the other, represent a hydrogen atom or a linear or branched (C 1 -C 6 )alkyl group, \n or R 1  and R 2  form with the nitrogen atom carrying them a heterocycloalkyl; \n R 3  represents a linear or branched (C 1 -C 6 )alkyl group, a linear or branched (C 2 -C 6 )alkenyl group, a linear or branched (C 2 -C 6 )alkynyl group, a cycloalkyl group, a (C 3 -C 10 )cycloalkyl-(C 1 -C 6 )alkyl group wherein the alkyl moiety is linear or branched, a heterocycloalkyl group, an aryl group or a heteroaryl group, wherein one or more of the carbon atoms of the preceding groups, or of their possible substituents, may be deuterated; \n R 4  represents an aryl group, a heteroaryl group, a cycloalkyl group or a linear or branched (C 1 -C 6 )alkyl group, wherein one or more of the carbon atoms of the preceding groups, or of their possible substituents, may be deuterated; \n R 5  represents a hydrogen or halogen atom, a linear or branched (C 1 -C 6 )alkyl group, or a linear or branched (C 1 -C 6 )alkoxy group; \n R 6  represents a hydrogen atom or a linear or branched (C 1 -C 6 )alkyl group; \n R a , R b , R c  and R d , each independently of the others, represent a hydrogen atom, a linear or branched (C 1 -C 6 )alkyl group, a linear or branched (C 2 -C 6 )alkenyl group, a linear or branched (C 2 -C 6 )alkynyl group, an aryl group, a heteroaryl group, a halogen atom, a linear or branched (C 1 -C 6 )alkoxy group, a hydroxy group, a linear or branched (C 1 -C 6 )polyhaloalkyl group, a trifluoromethoxy group, \u2014NR 7 R 7 \u2032, nitro, R 7 -CO\u2014(C 0 -C 6 )alkyl-, R 7 \u2014CO\u2014NH\u2014(C 0 -C 6 )alkyl-, NR 7 R 7 \u2032\u2014CO\u2014(C 0 -C 6 )alkyl-, NR 7 R 7 \u2032\u2014, CO\u2014(C 0 -C 6 )alkyl-O\u2014, R 7 \u2014SO 2 \u2014NH\u2014(C 0 -C 6 )alkyl-, R 7 \u2014NH\u2014CO\u2014NH\u2014(C 0 -C 6 )alkyl-, R 7 \u2014O\u2014CO\u2014NH\u2014(C 0 -C 6 )alkyl-, a heterocycloalkyl group, or the substituents of one of the pairs (R a ,R b ), (R b ,R c ), or R c ,R d ) form together with the carbon atoms carrying them a ring composed of from 5 to 7 ring members, which ring may have from one to 2 hetero atoms selected from oxygen and sulphur, wherein one or more carbon atoms of the ring defined hereinbefore may be deuterated or substituted by from one to 3 groups selected from halogen and linear or branched (C 1 -C 6 )alkyl; \n R 7  and R 7 \u2032, each independently of the other, represent a hydrogen atom, a linear or branched (C 1 -C 6 )alkyl group, a linear or branched (C 2 -C 6 )alkenyl group, a linear or branched (C 2 -C 6 )alkynyl group, an aryl group or a heteroaryl group, or R 7  and R 7 \u2032, together with the nitrogen atom carrying them, form a heterocycle composed of from 5 to 7 ring members; \n it being understood that:\n \u201caryl\u201d means a phenyl, naphthyl, biphenyl or indenyl group, \n \u201cheteroaryl\u201d means any mono- or bi-cyclic group composed of from 5 to 10 ring members, having at least one aromatic moiety and having from 1 to 4 hetero atoms selected from oxygen, sulphur and nitrogen (including quaternary nitrogens),\n \u201ccycloalkyl\u201d means any mono- or bi-cyclic, non-aromatic, carbocyclic group having from 3 to 10 ring members, \n \u201cheterocycloalkyl\u201d means any mono- or bi-cyclic, non-aromatic, condensed or spiro group composed of from 3 to 10 ring members and having from 1 to 3 hetero atoms selected from oxygen, sulphur, SO, SO 2  and nitrogen, \n wherein the aryl, heteroaryl, cycloalkyl and heterocycloalkyl groups so defined and the alkyl, alkenyl, alkynyl and alkoxy groups may be optionally substituted by from 1 to 3 groups selected from optionally substituted, linear or branched (C 1 -C 6 )alkyl, (C 3 -C 6 )spiro, optionally substituted, linear or branched (C 1 -C 6 )alkoxy, (C 1 -C 6 )alkyl-5-, hydroxy, oxo (or N-oxide where appropriate), nitro, cyano, \u2014COOR\u2032, \u2014OCOR\u2032, NR\u2032R\u2033, linear or branched (C 1 -C 6 )polyhalo alkyl, trifluoromethoxy, (C 1 -C 6 )alkylsulphonyl, halogen, optionally substituted aryl, heteroaryl, aryloxy, arylthio, cycloalkyl, heterocycloalkyl optionally substituted by one or more halogen atoms or alkyl groups, wherein R\u2032 and R\u2033, each independently of the other, represent a hydrogen atom or an optionally substituted, linear or branched (C 1 -C 6 )alkyl group, or an enantiomer, a diastereoisomer, or an addition salt thereof with a pharmaceutically acceptable acid or base, which process comprises subjecting a compound of formula (II) to a Heck reaction in an aqueous or organic medium, in the presence of a palladium catalyst, a base, a phosphine and a compound of formula (III): wherein Alk represents a linear or branched (C 1 -C 6 )alkyl, to obtain the compound of formula (IV): the aldehyde function of which compound of formula (IV) is oxidized to a carboxylic acid to form a compound of formula (V): which compound of formula (V) is then subjected to peptide coupling with a compound of formula (VI): to yield a compound of formula (VII): the ester function of which compound of formula (VII) is hydrolyzed to yield the corresponding carboxylic acid or carboxylate, which may be converted into an acid derivative, including an acyl chloride or anhydride, which compound is then coupled with an amine NHR 3 R 4 , to yield the compound of formula (I), which compound of formula (I) may be purified according to a conventional separation technique, which is converted, if desired, into its addition salts with a pharmaceutically acceptable acid or base and which is optionally separated into its isomers according to a conventional separation technique, wherein, at any time considered appropriate in the course of the above-described process, certain groups of the reagents or intermediates of synthesis may be protected and then deprotected according to the requirements of synthesis.

Metadata:
- Claim Count in Document: 35.0
- Percentile: 99.0
- Lexical Diversity: 1.6087
- Patent Class: 514.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: True
- Related Applications: ['15419228', '14797532', '14336311', '14905877', '15428493']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.82691029036752
- 35 USC 102 Novelty (BERT): 0.622519567020841
- Combined Prediction Score: 0.806471218032852
- Mean Citation Score: 529.189402
- Max Citation Score: 549.1958
- Similarity Product: 531.4115716630101

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