PATENT CLAIM ANALYSIS

Application Number: 16000939
Application Type: Utility
Filing Date: 2018-06
Publication Date: 2018-10
Patent Classification: ["544", "328000"]

Abstract:
A method of preparing Compound (1) or a pharmaceutically acceptable salt thereof: comprises: (a) reacting Compound (X): or a pharmaceutically acceptable salt thereof with Compound (Y): in the presence of a palladium catalyst and a carbonate or phosphate base to form compound (Z): or a pharmaceutically acceptable salt thereof; and (b) deprotecting the Ts group of Compound (Z) to form Compound (1) or a pharmaceutically acceptable salt thereof.

Claim (Index 62):
A method of preparing Compound (2) or a pharmaceutically acceptable salt thereof, wherein Compound (2) is represented by the following structural formula: comprising:\n (g) reacting Compound (A) \n with quinine and ethyl alcohol to form an adduct of quinine and Compound (C-1): (h) breaking the adduct of quinine and Compound (C-1) by treating the adduct with HCl to form Compound (C-1) or a pharmaceutically acceptable salt thereof; (i-1) reacting Compound (C-1) or a pharmaceutically acceptable salt thereof with a C 1-6  alkoxide selected from a tert-butoxide or a tert-amylate to form Compound (C) or a pharmaceutically acceptable salt thereof;\n (e) reacting Compound (C) with diphenylphosphoryl azide and then with benzyl alcohol to form Compound (D) \n (f) reacting Compound (D) or a pharmaceutically acceptable salt thereof with H 2  in the presence of a Pd catalyst on carbon (Pd(0)/C) to form a HCl salt of Compound (F) (r) reacting the HCl salt of Compound (F) with Compound (G) to form Compound (H) (h-1) hydrolyzing Compound (H) to form Compound (X-2) (l) iodinating or brominating Compound (J): to form Compound (K) (q-1) reacting Compound (K) with trimethylsilyl acetylene to form Compound (L) (j) reacting Compound (L) with a C 1-6  alkoxide to form Compound (M) (k) tosylating Compound (M) to form Compound (N) (s) brominating Compound (N) to form Compound (O) (t) reacting Compound (O) with bis(pinacolato)diboron in the presence of Pd(Ph 3 P) 4  to form Compound (Y-2) (n) reacting Compound (X-2) with Compound (Y-2) in the presence of a palladium-XPhos complex and a phosphate or carbonate base selected from K 2 CO 3  or K 3 PO 4  to form Compound (Z-2) or a pharmaceutically acceptable salt thereof; and\n (o) deprotecting the Ts group of Compound (Z-2) or a pharmaceutically acceptable salt thereof to form Compound (2) a pharmaceutically acceptable salt thereof; and \n wherein:\n Cbz is carboxylbenzyl; \n XPhos is 2-dicyclohexylphosphino-2\u2032,4\u2032,6\u2032-triisopropylbiphenyl; \n Ts is tosyl; \n each R 1  is independently ethyl; \n each X 1  is independently F; \n each X 2  is independently F; and \n each X 3  is independently Br or I.

Metadata:
- Claim Count in Document: 14.0
- Percentile: 94.0
- Lexical Diversity: 2.33333
- Patent Class: 544.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['15807877', '15150459', '14666567', '15807984', '15177546']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.737656021576628
- 35 USC 102 Novelty (BERT): 0.4996439285376072
- Combined Prediction Score: 0.713854812272726
- Mean Citation Score: 232.72749400000004
- Max Citation Score: 273.64502000000005
- Similarity Product: 209.2334619160104

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