PATENT CLAIM ANALYSIS

Application Number: 15759119
Application Type: Utility
Filing Date: 2018-03
Publication Date: 2018-10
Patent Classification: ["564", "057000"]

Abstract:
Provided are a cyclohexane derivative as shown by formula IB or a stereoisomer or a salt thereof, and the preparation and use thereof. The cyclohexane derivative has a high affinity for D 3  receptors and 5-hydroxytryptamine, has a lower affinity for D 2  receptors, shows a high selectivity for D 3 /D 2  receptors, and can be used as a therapeutic drug against neuropsychiatric diseases; and the preparation method thereof is simple and easy.

Claim (Index 19):
A method for preparing the cyclohexane derivative or stereoisomer or salt thereof according to  claim 2 , wherein the method comprises the following steps:\n reacting 4-ethylcyclohexylamine derivative II with N,N-dimethylcarbamyl chloride Ill in the presence of an acid-binding reagent to produce the compound IB: wherein R and X are as defined in  claim 2 ; the molar ratio of the compound II to the compound III is 1-1.5:1, the reaction temperature is 0\u00b0 C.-50\u00b0 C., the acid-binding agent is an organic base selected from one or more of triethylamine, diisopropylethylamine or pyridine, or an inorganic base selected from one or more of sodium carbonate, potassium carbonate, sodium bicarbonate or potassium bicarbonate; and the molar ratio of the acid-binding agent to the compound II is 1-1.5:1; and wherein a method for preparing the compound II comprises the following steps: wherein R and X are as defined in  claim 2 , and Pg is an amino-protecting group; i) when X is N, coupling piperazine with bromide to produce an intermediate IV;\n wherein the coupling reaction is carried out in the presences of palladium catalyst and a strong alkali selected from potassium tert-butoxide, sodium tert-butoxide, potassium carbonate or cesium carbonate, the reaction temperature is 50-150\u00b0 C., and the molar ratio of piperazine to the bromide is 1-5:1; or \n when X is C, the intermediate IV is commercially available; ii) subjecting the intermediate IV and 4-amino-protected cyclohexaneacetaldehyde to a condensation and imine reduction reaction to produce an intermediate V;\n wherein a reducing agent used is a boron compound selected from sodium triacetoxyborohydride or sodium borohydride; the molar ratio of the intermediate IV to the 4-amino-protected cyclohexaneacetaldehyde is 1-1.2:1; the molar ratio of the borohydride compound to the intermediate IV is 1-2:1; and \n iii) removing the amino-protecting group;\n when the amino-protecting group is t-butyloxy carbonyl (Boc), removing the amino-protecting group by using an acid which is a hydrogen chloride organic solution, or trifluoroacetic acid; or \n when the amino-protecting group is benzyl (Bn) or benzyl formate (CBz), removing the amino-protecting group by hydrogenation using palladium-on-carbon catalyst at a hydrogenation pressure of 0.1-1 Mpa to obtain the compound II.

Metadata:
- Claim Count in Document: 39.0
- Percentile: 90.0
- Lexical Diversity: 1.7234
- Patent Class: 564.0
- Transitional Phrase Type: none
- Component Type: 0
- Foreign Priority: True
- Related Applications: ['14889831', '15124264', '15029218', '13123368', '13056365']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.6979346675813694
- 35 USC 102 Novelty (BERT): 0.5350531354978241
- Combined Prediction Score: 0.6816465143730148
- Mean Citation Score: 248.190766
- Max Citation Score: 269.30753
- Similarity Product: 190.44754089327512

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

Dataset: test