ethyl 5-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrole-2-acetate → Ethyl 5-benzoyl-1,4,alpha-trimethylpyrrole-2-acetate

HRID 1282371Notes

Reaction equation

HRID 1282371 reaction equation
[C:1]([C:9]1[N:13]([CH3:14])[C:12]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:11][C:10]=1[CH3:21])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:23]1C=CC(C(C2N(C)C(CC(OCC)=O)=CC=2C)=O)=CC=1>>[C:1]([C:9]1[N:13]([CH3:14])[C:12]([CH:15]([CH3:23])[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:11][C:10]=1[CH3:21])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 118463ethyl 5-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrole-2-acetateHCID 15870188Ethyl (5-benzoyl-1,4-dimethyl-1H-pyrrol-2-yl)acetate

Product 1

HCID 18424276Ethyl 5-benzoyl-1,4,alpha-trimethylpyrrole-2-acetate

Procedure

The methylation procedure of Example 77A is repeated, except that an equivalent quantity of ethyl 5-benzoyl-1,4-dimethylpyrrole-2-acetate (from Example 86) is methylated instead of the ethyl 5-(p-chlorobenzoyl)-1,4-dimethylpyrrole-2-acetate used in Example 77A, to yield ethyl 5-benzoyl-1,4,α-trimethylpyrrole-2-acetate.

Sources & evidence

ORD record
ord-98b5ed98f3d24887bb0ec0fcb0f02cfb
Source dataset
uspto-grants-2002_09
Patent number
US06455703B2

Reaction notes

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