3-Methylglutaric anhydride → HCID 86729730, compound

HRID 2272571Notes

Reaction equation

HRID 2272571 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=1.[CH3:14][CH:15]1[CH2:20][C:19](=[O:21])[O:18][C:17](=[O:22])[CH2:16]1>C1COCC1>[C:6]([C:5]1[CH:8]=[CH:9][C:2]([NH:1][C:19](=[O:21])[CH2:20][CH:15]([CH3:14])[CH2:16][C:17]([OH:22])=[O:18])=[CH:3][C:4]=1[C:10]([F:11])([F:12])[F:13])#[N:7]

Participants

4

Reactant 2

HCID 778283-Methylglutaric anhydrideHCID 5221704-Amino-2-(trifluoromethyl)benzonitrile

Product 1

HCID 86729730HCID 86729730, compoundYield 114.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-amino-2-(trifluoromethyl)benzonitrile (500 mg, 2.69 mmol) and 4-methyldihydro-2H-pyran-2,6(3H)-dione (344 mg, 2.69 mmol) in THF (15 mL) was stirred at 90° C. for 14 hr. The reaction solution was concentrated to give 5-(4-cyano-3-(trifluoromethyl)phenylamino)-3-methyl-5-oxopentanoic acid (964 mg, 3.07 mmol, 114%) as a crude product.

Workup

  1. concentrationThe reaction solution was concentrated

Sources & evidence

ORD record
ord-9b71f58c63504081afeffff2ab390369
Source dataset
uspto-grants-2015_09
Patent number
US09120776B2

Reaction notes

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