PATENT CLAIM ANALYSIS

Application Number: 16468658
Application Type: Utility
Filing Date: 2019-06
Publication Date: 2019-10
Patent Classification: ["514", "249000"]

Abstract:
The present invention provides a compound having a structure shown in formula (I) or an isomer, pharmaceutically acceptable solvate, or salt thereof. The compound is used as a Bruton's tyrosine kinase inhibitor, and has a higher inhibitory activity against BTK and less adverse effects.

Claim (Index 14):
A method for preparing the compound according to  claim 1 , comprising the following steps:\n 1) using 2-chloropyrazine as a raw material, under the action of a basic compound, preparing (3-chloropyrazin-2-yl)methanol; 2) preparing (3-chloropyrazin-2-yl)methylamine by gabriel synthesis from (3-chloropyrazin-2-yl)methanol; 3) reacting the (3-chloropyrazin-2-yl)methylamine with a spirocyclic carboxylic acid or a bridged-ring carboxylic acid shown in formula (III) to prepare an amide compound; 4) subjecting the amide compound to a ring-closure reaction under the action of phosphorus oxychloride, and then obtaining a compound shown in formula (IV) by NBS bromination; 5) subjecting the compound shown in above formula (IV) to an amination reaction under the action of alcohol and ammonia water; 6) subjecting the product obtained by the above amination reaction and the boronic acid shown in formula (V-1) or the boronic acid ester shown in formula (V-2) to a Suzuki coupling reaction to obtain a compound shown in formula (VI); 7) subjecting the compound shown in formula (VI) above and a substituted or unsubstituted 2-butynoic acid to a condensation reaction under the action of a condensing agent, to obtain a compound of formula (I-1); alternatively, reacting the compound shown in formula (VI) above with 3-chloropropionyl chloride or acryloyl chloride under the action of a base by direct condensation or direct condensation followed by olefination by eliminating hydrogen chloride, to obtain the compound shown in formula (I-2); alternatively, reacting the compound shown in formula (VI) above with the olefinic acid derivative shown in formula (VII) under the action of a condensing agent, to obtain a compound of the formula (I-3) or the formula (I-4), R\u2033 is H or fluorine, chlorine, bromine, iodine, respectively; alternatively, reacting the compound shown in formula (VI) above and cyanoacetic acid or nitroacetic acid under the action of a condensing agent to obtain an amide compound, and then subjecting to Knoevenagel reaction with the aldehyde compound shown in formula (VIII) to obtain a compound shown in formula (I-4); R\u2033 is nitro or cyano; wherein, Y is a substituted or unsubstituted aryl or heteroaryl; M is a substituted or unsubstituted N-containing spirocyclic group or N-containing bridged-ring group, and the N atom is attached to a carbonyl group; or M is the group shown in formula (II), A is a substituted or unsubstituted spirocyclic group or bridged-ring group, and the amino group is attached to a carbonyl group; R\u2032 is H, a substituted or unsubstituted C1-8 alkyl, a substituted or unsubstituted C1-8 heteroalkyl, a substituted or unsubstituted C1-8 cycloalkyls, a substituted or unsubstituted C1-8 heterocycloalkyls.

Metadata:
- Claim Count in Document: 50.0
- Percentile: 100.0
- Lexical Diversity: 1.2381
- Patent Class: 514.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: True
- Related Applications: ['16191190', '15969864', '15762367', '14228184', '13436963']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7599506359283696
- 35 USC 102 Novelty (BERT): 0.5238660882413836
- Combined Prediction Score: 0.7363421811596711
- Mean Citation Score: 288.591296
- Max Citation Score: 311.26706
- Similarity Product: 179.94306865305663

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