PATENT CLAIM ANALYSIS

Application Number: 15868331
Application Type: Utility
Filing Date: 2018-01
Publication Date: 2018-05
Patent Classification: ["546", "185000"]

Abstract:
The present disclosure is related to an improved and efficient process for preparation of (3R,4R)-(1-benzyl-4-methylpiperidin-3-yl)-methylamine which comprises: (a) N-acylation of 3-Amino-4-methyl pyridine; (b) Quarternization of 3-Acetylamino-4-methyl pyridine using benzyl halide; (c) Partial reduction of quarternized 3-Acetylamino-4-methyl pyridine by Sodium borohydride in Methanol or water; (d) Hydrolysis of partially reduced product to 1-Benzyl-4-methylpiperidin-3-one in presence of acid; (e) Reductive amination of 1-Benzyl-4-methylpiperidin-3-one using Methanolic methylamine in presence of Titanium(IV) isopropoxide in Methanol; (f) Resolution of 1-Benzyl-4-methylpiperidin-3-yl)-methylamine using Ditoluoyl (L) tartaric acid to get (3R,4R)-(1-benzyl-4-methylpiperidin-3-yl)-methylamine. The disclosure is also related to novel intermediates: wherein R, R′ and X are as described in the specification.

Claim (Index 1):
A process for preparation of 3-{(3R,4R)-4-methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl}-3-oxo-propanenitrile or a salt thereof comprising:\n (i) N-acylation of 3-amino-4-methyl pyridine with alkyl, aryl or substituted aryl acid chloride or acid anhydride to prepare a compound of Formula IVa and optionally isolating the compound of Formula IVa; (ii) quarternization of the nitrogen of the pyridine group in the compound of Formula IVa, with benzyl or substituted benzyl halide in a first solvent comprising a first organic solvent to prepare a compound of Formula Va and optionally isolating the compound of Formula Va; (iii) partial reduction of the compound of the Formula Va in presence of a first reducing agent in a second solvent at ambient temperature to produce a compound of the Formula VIa having a 1,2,5,6-tetrahydropyridine system; (iv) hydrolysis of the 1,2,5,6-tetrahydropyridine system of the compound of Formula VIa in presence of an acid or mixture of acids to prepare a compound of the Formula VIIa; (v) reductive amination of the compound of Formula VIIa with methylamine in presence of a Lewis acid, in a third solvent comprising a third organic solvent, water, or mixture thereof; followed by reduction with a second reducing agent at an ambient temperature, to prepare a compound of Formula VIIIa; (vi) resolution of a compound of Formula VIIIa in presence of a resolving agent, in a fourth solvent comprising a fourth organic solvent, water, or mixture thereof; to prepare a compound of Formula IIa; and (vii) converting the compound of Formula IIa into 3-{(3R,4R)-4-methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl}-3-oxo-propanenitrile; wherein R is selected from hydrogen, alkyl, aryl or substituted aryl; R\u2032 is selected from aryl or substituted aryl group; and X represents a halide selected from chloro, bromo, and iodo.

Metadata:
- Claim Count in Document: 2.0
- Percentile: 86.0
- Lexical Diversity: 1.76829
- Patent Class: 546.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: True
- Related Applications: ['14891028', '16306941', '10310078', '10720600', '11032990']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7949120196439616
- 35 USC 102 Novelty (BERT): 0.6003978794385785
- Combined Prediction Score: 0.7754606056234233
- Mean Citation Score: 373.796776
- Max Citation Score: 579.4216299999998
- Similarity Product: 462.4705906667815

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

Dataset: test