PATENT CLAIM ANALYSIS

Application Number: 15874093
Application Type: Utility
Filing Date: 2018-01
Publication Date: 2018-05
Patent Classification: ["549", "541000"]

Abstract:
The present invention provides processes for preparing a prostacyclin analogue of Formula I or a pharmaceutically acceptable salt thereof, wherein R 10  is a linear or branched C 1-6  alkyl. The processes of the present invention comprise steps that generate improved yields and fewer byproducts than traditional methods. The processes of the present invention employ reagents (e.g., the oxidizing reagent) that are less toxic that those used in the traditional methods (e.g., oxalyl chloride). Many of the processes of the present invention generate intermediates with improved e.e. and chemical purity; thereby eliminating the need of additional chromatography steps. And, the processes of the present invention are scalable to generate commercial quantities of the final compound.

Claim (Index 26):
A method of generating a compound of Formula I or a pharmaceutically acceptable salt thereof, comprising the steps of:\n i) reacting a compound of Formula 9 with an oxidizing agent to generate a compound of Formula 10; \n ii) reacting the compound of Formula 10 with a compound of Formula 5a in the presence of a base and an organic solvent to generate a compound of Formula 11a; iv) refluxing the compound of Formula 1a in the presence of methanol to generate a compound of Formula 1 having an e.e. of greater than about 98%; v) reacting the compound of Formula 1 with TBSCl under basic conditions to generate the compound of Formula 2a; vi) reacting the compound of Formula 2a with 1-TMS-1-propyne to generate the compound of Formula 3a; vii) converting the compound of Formula 3a to the compound of Formula 5a; viii) reacting a compound of Formula 11a with an oxidizing agent to generate the compound of Formula 12a, wherein the oxidizing agent comprises MnO 2 ; x) reacting a compound of Formula 12a with a reducing agent to generate a compound of Formula 13a; xiv) converting the compound of Formula 13a to the compound of Formula 15a; xii) hydrogenating a compound of Formula 15a in the presence of methanol, ethanol, THF, 2-methyl-THF, or any combination thereof to generate the compound of Formula 16a; xix) reacting a compound of Formula 16a with a reducing agent to generate a compound of Formula 17a; xx) reacting the compound of Formula 17a with TDPSCl under basic conditions to generate a compound of Formula 18a; xxi) selectively deprotecting the compound of Formula 18a to generate the compound of Formula 19a; xvii) reacting a compound of Formula 19a with triisopropylbenzenesulfonyl chloride under basic conditions to generate a compound of Formula 20a; xviii) reacting the compound of Formula 20a with methanol under basic conditions to generate the compound of Formula 21a; xv) reacting a compound of Formula 21a with n-butyllithium in the presence of an organic solvent and a transition metal catalyst to generate a compound of Formula 22a; and xvi) converting the compound of Formula 22a to the compound of Formula I.

Metadata:
- Claim Count in Document: 62.0
- Percentile: 86.0
- Lexical Diversity: 1.71053
- Patent Class: 549.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15852922', '15036219', '15583457', '13541504', '13940421']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7191413124333481
- 35 USC 102 Novelty (BERT): 0.6012198850044164
- Combined Prediction Score: 0.7073491696904549
- Mean Citation Score: 382.435956
- Max Citation Score: 509.06766
- Similarity Product: 477.7753154684616

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