6,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione → 1-(3-Fluoro-4-methoxyphenyl)-2-oxopyrrolidine-3-carboxylic acid

HRID 58594Notes

Reaction equation

HRID 58594 reaction equation
CC1(C)[O:9][C:8](=[O:10])[C:5]2([CH2:7][CH2:6]2)[C:4](=[O:11])O1.[F:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][C:20]=1[O:21][CH3:22])[NH2:17]>C(O)C>[F:13][C:14]1[CH:15]=[C:16]([N:17]2[CH2:6][CH2:7][CH:5]([C:8]([OH:9])=[O:10])[C:4]2=[O:11])[CH:18]=[CH:19][C:20]=1[O:21][CH3:22]

Participants

4

Reactant 2

HCID 797206,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dioneHCID 5811103-Fluoro-4-methoxyaniline

Product 1

HCID 433808511-(3-Fluoro-4-methoxyphenyl)-2-oxopyrrolidine-3-carboxylic acidYield 91.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

This compound was prepared according to general method 1 starting from 6,6-dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione (0.250 g; 1.45 mmol) 3-fluoro-4-methoxyaniline (0.628 g; 4.36 mmol) in ethanol (3 mL). 1-(3-fluoro-4-methoxyphenyl)-2-oxopyrrolidine-3-carboxylic acid 0.336 g (91%) was obtained as a white solid.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-ef3162eb19a8485da18d7ba3a15c6965
Source dataset
uspto-grants-2016_09
Patent number
US09434722B2

Reaction notes

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