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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040784Generated: October 30, 2026

N-methyl-2-pyrrolidone → HCID 67026994, compound

https://huagongshe.com/reaction/2040784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantMethyl 2-chloro-6-methoxyisonicotinateHCID 13339618—
ReactantHCID 178418368HCID 178418368—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67026994HCID 6702699465.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2-chloro-6-methoxy-isonicotinic acid methyl ester (1.66 g, 8.23 mmol) in dry THF (50 mL), NMP (1.1 mL, 11.5 mmol) is added. The mixture is cooled to −74° C. before a 2 M solution of isobutylmagnesium chloride (7 mL, 14.0 mmol) in THF is added. Stirring is continued at −75° C. for 1 h, before the mixture is warmed to 0° C. The reaction is quenched by carefully adding water. The mixture is diluted with EA, washed with water followed by brine, dried over MgSO4, filtered and concentrated to give crude 2-isobutyl-6-methoxy-isonicotinic acid methyl ester (1.20 g) as an oil; LC-MS: tR=1.37 min; [M+1]+=224.12.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580824B2
Source datasetuspto-grants-2013_11
ORD IDord-1056dbfb651b40df9b36bd9a953d55f5
Source noteuspto-grants-2013_11