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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616639Generated: October 28, 2026

2-Methoxybenzoic acid → HCID 59167753, compound

https://huagongshe.com/reaction/1616639

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methoxybenzoic acidHCID 11370—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
ReactantHCID 86034752HCID 86034752—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 59167753HCID 59167753—

Reaction Steps

Combine a mixture of 7-amino-6-oxo-heptanoic acid methyl ester and 5-amino-6-oxo-heptanoic acid methyl ester hydrochlorides (2.36 g, 11.3 mmol) with o-anisic acid (1.71 g, 11.3 mmol), 1-(dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.16 g, 11.3 mmol), 1-hydroxybenzotriazole hydrate (11.3 mmol), N,N-diisopropylethylamine (5.88 mL, 33.8 mmol) in DMF and stir for 24-48 hours. Dilute the mixture with water and extract with EtOAc. Wash the combined extracts with brine and dry over Na2SO4 before concentrating. Chromatograph the residue over silica gel (MeOH/CH2Cl2) to allow for isolation of a mixture of 7-(2-methoxy-benzoylamino)-6-oxo-heptanoic acid methyl ester and 5-(2-methoxy-benzoylamino)-6-oxo-heptanoic acid methyl ester (3.45 g, 99%). MS (ES): (M+1)+ 308.1 m/z.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765796B2
Source datasetuspto-grants-2014_07
ORD IDord-5654f6da8396455aae87a94acf836dd2
Source noteuspto-grants-2014_07