3-Methylglutaric anhydride → HCID 62965032, compound

HRID 2272566Notes

Reaction equation

HRID 2272566 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([Cl:10])[CH:3]=1.[CH3:11][CH:12]1[CH2:17][C:16](=[O:18])[O:15][C:14](=[O:19])[CH2:13]1>C1COCC1>[Cl:10][C:4]1[CH:3]=[C:2]([NH:1][C:16](=[O:18])[CH2:17][CH:12]([CH3:11])[CH2:13][C:14]([OH:19])=[O:15])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7]

Participants

4

Reactant 2

HCID 778283-Methylglutaric anhydrideHCID 887284-Amino-2-chlorobenzonitrile

Product 1

HCID 62965032HCID 62965032, compoundYield 124.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-amino-2-chlorobenzonitrile (500 mg, 3.28 mmol) and 4-methyldihydro-2H-pyran-2,6(3H)-dione (420 mg, 3.28 mmol) in THF (15 mL) was stirred at 90° C. for 14 hr. The reaction solution was concentrated to give 5-(3-chloro-4-cyanophenylamino)-3-methyl-5-oxopentanoic acid (1143 mg, 4.07 mmol, 124%) as a crude product.

Workup

  1. concentrationThe reaction solution was concentrated

Sources & evidence

ORD record
ord-960494a3531a4f7c88995d9d76fb5c2a
Source dataset
uspto-grants-2015_09
Patent number
US09120776B2

Reaction notes

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