PATENT CLAIM ANALYSIS

Application Number: 16055559
Application Type: Utility
Filing Date: 2018-08
Publication Date: 2019-03
Patent Classification: ["548", "527000"]

Abstract:
This disclosure provides methods for intermolecular enantioselective C-acylation of lactams with quaternary stereogenic centers by applying a chiral Ni catalyst. The methods comprise treating a lactam with a chiral Ni catalyst, an aryl nitrile, and an aryl halide.

Claim (Index 49):
A method comprising\n (a) preparing a compound of formula (Ia): the preparing comprising treating a compound of formula (IIa): or a salt thereof; with a complex formed by contacting Ni(COD) 2  with a chiral ligand; an aryl nitrile; an aryl halide; and a base; and (b) synthesizing a medicinal product from the compound of formula (Ia), wherein, as valence and stability permit, R 1  represents hydrogen or optionally substituted alkyl, cycloalkyl, (cycloalkyl)alkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, alkenyl, alkynyl, \u2014C(O)alkyl, \u2014C(O)aryl, \u2014C(O)aralkyl, \u2014C(O)heteroaryl, \u2014C(O)heteroaralkyl, \u2014C(O)O(alkyl), \u2014C(O)O(aryl), \u2014C(O)O(aralkyl), \u2014C(O)O(heteroaryl), \u2014C(O)O(heteroaralkyl), \u2014S(O) 2 (aryl), \u2014S(O) 2 (alkyl), \u2014S(O) 2 (haloalkyl), \u2014OR 10 , \u2014SR 10 , or \u2014NR 10 R 11 ; R 2  represents substituted or unsubstituted alkyl, alkenyl, alkynyl, aralkyl, aralkenyl, aryl, heteroaralkyl, heteroaralkenyl, heteroaryl, (cycloalkyl)alkyl, cycloalkyl, (heterocycloalkyl)alkyl, heterocycloalkyl, alkoxy, amino, or halo; R 3  represents substituted or unsubstituted aryl; B and D independently for each occurrence represent, as valence permits, O, S, NR 4 , CR 5 R 6 , C(O), CR 5 , or N; provided that no two adjacent occurrences of N, B, and D are NR 4 , O, S, or N; E represents CR 5 R 6 , C(O) or CR 5 ; R 4  represents hydrogen or optionally substituted alkyl, cycloalkyl, (cycloalkyl)alkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, alkenyl, alkynyl, \u2014C(O)alkyl, \u2014C(O)aryl, \u2014C(O)aralkyl, \u2014C(O)heteroaryl, \u2014C(O)heteroaralkyl, \u2014C(O)O(alkyl), \u2014C(O)O(aryl), \u2014C(O)O(aralkyl), \u2014C(O)O(heteroaryl), \u2014C(O)O(heteroaralkyl), \u2014S(O) 2 (aryl), \u2014S(O) 2 (alkyl), \u2014S(O) 2 (haloalkyl), \u2014OR 10 , \u2014SR 10 , or \u2014NR 10 R 11 ; R 5  and R 6  each independently represent hydrogen, hydroxyl, halogen, nitro, alkyl, cycloalkyl, (cycloalkyl)alkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, (heterocycloalkyl)alkyl, heterocycloalkyl, alkenyl, alkynyl, cyano, carboxyl, sulfate, amino, alkoxy, aryloxy, arylalkoxy, alkylamino, alkylthio, hydroxyalkyl, alkoxyalkyl, aminoalkyl, thioalkyl, haloalkyl, ether, thioether, ester, amido, thioester, carbonate, carbamate, urea, sulfonate, sulfone, sulfoxide, sulfonamide, acyl, acyloxy, or acylamino; or any two occurrences of R 1 , R 4 , R 5 , and R 6  on adjacent N, B, D, or E groups, taken together with the intervening atoms, form an optionally substituted aryl, heteroaryl, cycloalkyl, cycloalkenyl, heterocycloalkyl, or heterocycloalkenyl group; each occurrence of   independently represents a double bond or a single bond as permitted by valence; m and n are integers each independently selected from 0, 1, and 2; and R 10  and R 11  are independently selected for each occurrence from hydrogen or substituted or unsubstituted alkyl, aralkyl, aryl, heteroaralkyl, heteroaryl, (cycloalkyl)alkyl, cycloalkyl, (heterocycloalkyl)alkyl, heterocycloalkyl, alkenyl, and alkynyl.

Metadata:
- Claim Count in Document: 65.0
- Percentile: 96.0
- Lexical Diversity: 1.35484
- Patent Class: 548.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15454198', '14972475', '15366590', '15977638', '16049434']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.726857002215738
- 35 USC 102 Novelty (BERT): 0.598904543814561
- Combined Prediction Score: 0.7140617563756203
- Mean Citation Score: 418.459516
- Max Citation Score: 505.28406
- Similarity Product: 481.43852530524737

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