PATENT CLAIM ANALYSIS

Application Number: 16071967
Application Type: Utility
Filing Date: 2018-07
Publication Date: 2019-01
Patent Classification: ["562", "466000"]

Abstract:
The invention relates to improved method of synthesis for Treprostinil comprising condensation reaction of the carbonyl compound having allyl, alkyl, crotyl or MEM-protected phenolic hydroxyl group, compound (4) with a hydroxyl-protected alkynol (5) to give the condensation product, compound (6). Subjecting compound (6) to oxidation, reduction, hydroxyl protection and carbonylation, cyclization reactions gave the tricyclic derivative (10). Further reactions comprising reduction, hydrogenation and deprotection of the phenolic and side-chain hydroxyl groups, wherein the sequence and choice of reagents was governed by protecting groups, gave the triol intermediate, compound (14). Cyanoalkylation at phenolic hydroxyl functionality and further hydrolysis yielded the prostacyclin compound, Treprostinil (1) and its pharmaceutically acceptable salts, having desired purity.

Claim (Index 12):
A process for the preparation of Treprostinil (1) and its pharmaceutically acceptable salts, comprising:\n (a) reacting compound (4) with compound (5) to provide compound (6) (b) oxidizing compound (6) and asymmetrically reducing resulting compound (7) to provide compound (8), (c) treating compound (8) with a hydroxyl protecting reagent to give compound (9), which is then cyclized in presence of dicobalt octacarbonyl (Co 2 (CO) 8 ) to give compound (10), and hydrogenating to provide compound (11), (d) treating compound (11) with a reducing agent to give compound (12), deprotecting the side-chain hydroxyl group in compound (12) to give compound (13), and treating compound (13) with a deprotecting agent to provide compound (14) (e) treating compound (14) with halogenated acetonitrile to provide compound (15), which on alkaline hydrolysis followed by acidification gave Treprostinil (1) and its pharmaceutically acceptable salts, wherein R is unsaturated alkyl, alkyl, alkoxyalkyl, substituted or unsubstituted arylalkyl.

Metadata:
- Claim Count in Document: 26.0
- Percentile: 95.0
- Lexical Diversity: 1.775
- Patent Class: 562.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: True
- Related Applications: ['11319287', '13824210', '14223034', '10583833', '13435708']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7040727084418201
- 35 USC 102 Novelty (BERT): 0.4994545864149176
- Combined Prediction Score: 0.68361089623913
- Mean Citation Score: 228.112676
- Max Citation Score: 231.08937000000003
- Similarity Product: 163.88844914990904

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

Dataset: test