PATENT CLAIM ANALYSIS

Application Number: 15999701
Application Type: Utility
Filing Date: 2018-08
Publication Date: 2019-01
Patent Classification: ["544", "280000"]

Abstract:
The present invention relates to a process for synthesizing a compound of formula (I), R 1  is phenyl, which is unsubstituted or substituted with one, two or three substituents independently selected from halogen and C 1-6 alkyl; R 2  is C 1-6 alkyl; R 3  is —C x H 2x —; x is 1, 2, 3, 4, 5, 6 or 7; or pharmaceutically acceptable salt or diastereomer thereof, which is useful for prophylaxis and treatment of a viral disease in a patient relating to hepatitis B infection or a disease caused by hepatitis B infection.

Claim (Index 1):
Process for the preparation of a compound of the formula (I), wherein R 1  is phenyl, which is unsubstituted or substituted with one, two or three substituents independently selected from halogen and C 1-6 alkyl; R 2  is C 1-6 alkyl; R 3  is \u2014C x H 2x \u2014; x is 1, 2, 3, 4, 5, 6 or 7; or pharmaceutically acceptable salt or diastereomer thereof; comprising one or more of the following steps: step a) the formation of the isocyanate (III), wherein R 3  is \u2014C x H 2x \u2014; x is 1, 2, 3, 4, 5, 6 or 7; step b) the formation of urea (V) via the addition reaction of isocyanate (III) and compound (IV), wherein R 3  is \u2014C x H 2x \u2014; x is 1, 2, 3, 4, 5, 6 or 7; step c) the formation of the compound of formula (VI) via the cyclization reaction of urea (V), wherein R 3  is \u2014C x H 2x \u2014; x is 1, 2, 3, 4, 5, 6 or 7; step d) the formation of the compound of formula (VII) by protection of the compound of formula (VI), wherein R 3  is \u2014C x H 2x \u2014; x is 1, 2, 3, 4, 5, 6 or 7; R is C 1-6 alkyl; step e) the formation of the compound of formula (VIII) via selective reduction of the compound of formula (VII), wherein R 3  is \u2014C x H 2x \u2014; x is 1, 2, 3, 4, 5, 6 or 7; R is C 1-6 alkyl; step f) the formation of the compound of formula (IX) via hydrolysis of the compound of formula (VIII), wherein R 3  is \u2014C x H 2x \u2014; x is 1, 2, 3, 4, 5, 6 or 7; R is C 1-6 alkyl; step g) the formation of compound of formula (X) by de-protection of the compound of formula (IX), wherein R 3  is \u2014C x H 2x \u2014; x is 1, 2, 3, 4, 5, 6 or 7; step h) the formation of compound of formula (XIV) via Biginelli-like reaction, wherein R 1  is phenyl, which is unsubstituted or substituted with one, two or three substituents independently selected from halogen and C 1-6 alkyl; R 2  is C 1-6 alkyl; step i) the formation and recrystallization of the enantiomeric salt of compound of formula (XVI) or solvate, wherein R 1  is phenyl, which is unsubstituted or substituted with one, two or three substituents independently selected from halogen and C 1-6 alkyl; R 2  is C 1-6 alkyl; acid is D-(+)-DTTA, L-DTTA, L-Tartaric acid, D-DBTA, (+)-CSA, (S)-(+)-1,1\u2032-Binaphthyl-2,2\u2032-diyl hydrogen phosphate or (R)-(\u2212)-1,1\u2032-Binaphthyl-2,2\u2032-diyl hydrogen phosphate; step j) the recovery of enantiomeric compound of formula (XVII) from its enantiomeric salt of formula (XVI) or solvate, wherein R 1  is phenyl, which is unsubstituted or substituted with one, two or three substituents independently selected from halogen and C 1-6 alkyl; R 2  is C 1-6 alkyl; step k) the formation of compound of formula (XVIII) via the bromination reaction of compound of formula (XVII), wherein R 1  is phenyl, which is unsubstituted or substituted with one, two or three substituents independently selected from halogen and C 1-6 alkyl; R 2  is C 1-6 alkyl; step l) the formation of compound of formula (I) via the substitution reaction of compound of formula (XVIII) with compound of formula (X), wherein R 1  is phenyl, which is unsubstituted or substituted with one, two or three substituents independently selected from halogen and C 1-6 alkyl; R 2  is C 1-6 alkyl; R 3  is \u2014C x H 2x \u2014; x is 1, 2, 3, 4, 5, 6 or 7.

Metadata:
- Claim Count in Document: 62.0
- Percentile: 96.0
- Lexical Diversity: 1.63235
- Patent Class: 544.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: True
- Related Applications: ['13541504', '12086184', '12214995', '12711312', '15532788']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.716456802187183
- 35 USC 102 Novelty (BERT): 0.4826382891498054
- Combined Prediction Score: 0.6930749508834453
- Mean Citation Score: 199.042348
- Max Citation Score: 201.40413
- Similarity Product: 155.1181865069908

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

Dataset: test