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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959179Generated: November 4, 2026

Isopropylamine → HCID 86672646, compound

https://huagongshe.com/reaction/1959179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropylamineHCID 6363—
ReactantCesium carbonateHCID 10796—
ReactantMethyl 2,6-dichloroisonicotinateHCID 93237—
ReactantBinap, (A+-)-HCID 634876—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 86672646HCID 8667264627.27%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of methyl 2,6-dichloroisonicotinate (1 g, 4.85 mmol), isopropyl amine (0.286 g, 4.85 mmol), Cs2CO3 (2.06 g, 6.3 mmol) in toluene (30 mL) was purged with argon for 10 min. Then, Pd(OAc)2 (0.108 g, 0.485 mmol) and BINAP (0.3 g, 0.485 mmol) were added and argon was purged again for 15 min. Reaction mass was stirred at 80° C. for 6 h. On completion, reaction mass was filtered and residue washed thoroughly with ethyl acetate. Combined filtrates were concentrated and purified by column over silica gel to obtain pure methyl 2-chloro-6-(isopropylamino)isonicotinate (0.3 g, 27.27%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410088B2
Source datasetuspto-grants-2013_04
ORD IDord-8a028e2b23124c75afeaa0ca16027649
Source noteuspto-grants-2013_04