PATENT CLAIM ANALYSIS

Application Number: 16244796
Application Type: Utility
Filing Date: 2019-01
Publication Date: 2019-07
Patent Classification: ["544", "343000"]

Abstract:
The present invention provides methods for the preparation of substituted heterocycle fused gamma-carbolines, intermediates useful in producing them and methods for producing such intermediates and such heterocycle fused gamma-carbolines

Claim (Index 171):
A method for preparing a Compound of Formula 2J: or a pharmaceutically acceptable salt thereof, wherein: (i) k is 1; (ii) m is 1; (iii) n is 1; (iv) X is N; (v) R 5  is H; (vi) R 7 , R 8  and R 9  are H; (vii) R 10  is H or methyl; (viii) R 6a  and R 6b  are H; and (ix) R 1  is 4-(4-fluorophenyl)-4-oxobutyl; comprising the steps of: A) converting a Compound of Formula 2E: wherein:\n (i) k is 1; \n (ii) m is 1; \n (iii) n is 1; \n (iv) A is Cl, Br, F or I; \n (v) B is benzyl or triphenylmethyl, or is a moiety of the formula: \n wherein: a) Z is C 1-6  alkyl, aryl, C 1-6  alkylaryl or \u2014OR wherein R is C 1-6  alkyl, aryl, arylC 1-6 alkyl or heteroarylC 1-6  alkyl; b) P is \u2014C(O)\u2014, \u2014C(O)O\u2014 or \u2014S(O) 2 \u2014; (vi) R 5  is H; (vii) R 7 , R 8  and R 9  are H; and (viii) X\u2014Y\u2014 is a H(R\u2032)N\u2014CH 2 \u2014 or H(R\u2032)N\u2014C(O)\u2014, wherein R\u2032 is H or methyl; by treating the Compound of Formula 2E with (a) a transition metal catalyst, and (b) a base; into a Compound of Formula 2G: wherein: (i) k, m, n, B, R 5 , R 7 , R 8 , and R 9  are as defined for Formula 2E; (ii) X is N, and Y is \u2014C(O)\u2014; and (iii) R 10  is H or methyl; and B) converting the Compound of Formula 2G into a Compound of Formula 2H: wherein:\n (i) k, m, n, B, R 5 , R 7 , R 8 , R 9  and R 10  are as defined for Formula 2G; \n (ii) X is N; and \n (iii) R 6a  and R 6b  are H; \n by reduction of the ketone of the Compound of Formula 2G to a methylene using a reducing agent; \n C) converting the Compound of Formula 2H into a Compound of Formula 2: \n wherein:\n (i) k, m, n, R 5 , R 6a , R 6b , R 7 , R 8 , R 9  and R 10  are as defined for Formula 2H; \n (ii) X is N;\n by deprotection of the Compound of Formula 2H using an acid catalyst, a base catalyst or catalytic hydrogenation; \n \n D) reacting the Compound of Formula 21 with (a) 4-chloro-4\u2032-fluorobutyrophenone and (b) a base, to give the Compound of Formula 2J, as defined above; and \n E) optionally reacting the Compound of Formula 2J with an acid to give a pharmaceutically acceptable salt of the Compound of Formula 2J; \n wherein the transition metal catalyst of step (A) is selected from the group consisting of palladium, copper, nickel, platinum, ruthenium and rhodium catalysts.

Metadata:
- Claim Count in Document: 31.0
- Percentile: 99.0
- Lexical Diversity: 1.42857
- Patent Class: 544.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15660762', '12531016', '15066962', '13593097', '14323545']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.819147597846846
- 35 USC 102 Novelty (BERT): 0.6119843647163223
- Combined Prediction Score: 0.7984312745337937
- Mean Citation Score: 529.863172
- Max Citation Score: 548.28394
- Similarity Product: 515.6243898110986

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