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CAS 286961-14-6

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylateN-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester(1-tert-Butoxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl)boronic acid pinacol ester

Codes: Dalpiciclib Isethionate-019, (VII)965082-1-a, (XXII)805433-1-b, (IX)919110-1-a,(IX)919110-1-b

Application context (from source-drug indications)

Breast cancerDalpiciclib IsethionateMetastatic breast cancerDalpiciclib IsethionateProstate cancerDalpiciclib Isethionate三阴性乳腺癌Dalpiciclib IsethionateMeningiomaDalpiciclib IsethionateHepatic function declineDalpiciclib IsethionateMarginal zone B-cell lymphomaOrelabrutinibMantle cell lymphomaOrelabrutinibChronic lymphocytic leukaemiaOrelabrutinibImmune thrombocytopenic purpuraOrelabrutinibSystemic lupus erythematosusOrelabrutinibMultiple sclerosisOrelabrutinibIdiopathic pulmonary fibrosisNerandomilastInterstitial lung diseaseNerandomilastPulmonary fibrosisNerandomilast肌炎NerandomilastSystemic sclerosisNerandomilast肌病NerandomilastNon-small cell lung cancerDirozalkib

Source drugs (routes using this intermediate)

DrugTierExpiry
Dalpiciclib IsethionateTier C — Watch / trade-
OrelabrutinibTier C — Watch / trade-
NerandomilastTier C — Watch / trade-
DirozalkibTier C — Watch / trade-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

NerandomilastOptimised routesteps: 4total yield: /
5-Chloro-2-(piperidin-4-yl)pyrimidine hydrogen chloride→4-Methylbenzene-1-sulfonic acid 5-chloro-2-(piperidin-4-yl)pyrimidine→5-Chloro-2-(piperidin-4-yl)pyrimidine sulfate→4-(5-Chloropyrimidin-2-yl)piperidin-1-ium hexafluoridophosphate(1-)→2,4,5-Trichloropyrimidine→4-Piperidinecarbonitrile→Methyl piperidine-4-carboximidate hydrogen chloride→Piperidine-4-carboximidamide→Piperidine-4-carboximidamide hydrogen chloride→2-Chloro-1,3-bis(dimentylamino)trimethinium hexafluorophosphate→2,5-Dichloropyrimidine→5-Chloro-2-iodopyrimidine→(1-tert-Butoxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl)boronic acid pinacol ester→Boc-4-(5-chloropyrimidin-2-yl)-3,6-dihydropyridine→Boc-4-(5-chloropyrimidin-2-yl)piperidine
DirozalkibOriginator routesteps: 10total yield: /
2-Hydroxy-5-methylanisole→2-Methoxy-4-methyl-6-nitrophenol→5-Methyl-3-nitrobenzene-1,2-diol→1,2-Dibromoethane→7-Methyl-5-nitro-2,3-dihydro-1,4-benzodioxine→6-Bromo-7-methyl-5-nitro-2,3-dihydro-1,4-benzodioxine→6-Bromo-7-methyl-2,3-dihydro-1,4-benzodioxin-5-amine→6-Bromo-8-iodo-7-methyl-2,3-dihydro-1,4-benzodioxin-5-amine→(1-tert-Butoxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl)boronic acid pinacol ester→tert-Butyl 4-(8-amino-7-bromo-6-methyl-2,3-dihydro-1,4-benzodioxin-5-yl)-3,6-dihydropyridine-1(2H)-carboxylate→tert-Butyl 4-(8-amino-6-methyl-2,3-dihydro-1,4-benzodioxin-5-yl)piperidine-1-carboxylate→2,5-Dichloro-N-(2-((1-methylethyl)sulfonyl)phenyl)-4-pyrimidinamine→1-Amino-2-(isopropylsulphonyl)benzene→2,4,5-Trichloropyrimidine→tert-Butyl 4-(8-((5-chloro-4-((2-(isopropylsulfonyl)phenyl)amino)pyrimidin-2-yl)amino)-6-methyl-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)piperidine-1-carboxylate
DirozalkibOptimised routesteps: 4total yield: /
7-Methyl-5-nitro-2,3-dihydro-1,4-benzodioxine→(1-tert-Butoxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl)boronic acid pinacol ester→tert-Butyl 4-(8-amino-6-methyl-2,3-dihydro-1,4-benzodioxin-5-yl)piperidine-1-carboxylate→7-Methyl-2,3-dihydro-1,4-benzodioxin-5-amine→8-Bromo-7-methyl-2,3-dihydro-1,4-benzodioxin-5-amine→tert-Butyl 4-(8-amino-6-methyl-2,3-dihydro-1,4-benzodioxin-5-yl)-3,6-dihydropyridine-1(2H)-carboxylate

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