Ethyl 2-methyl-3-pyrrolecarboxylate → 4-Fluoro-2-[4-(methoxycarbonyl)-1,5-dimethyl-1H-pyrrol-2-yl]benzoic acid

HRID 515868Notes

Reaction equation

HRID 515868 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][C:6]=1[C:7]([O:9][CH2:10]C)=[O:8].[CH3:12][C:13]1N[CH:15]=[CH:16][C:17]=1[C:18]([O:20]C)=[O:19].Br[C:23]1C=C(Cl)C=CC=1C=O.BrC1C=[C:39]([F:41])C=CC=1C=O>>[F:41][C:39]1[CH:15]=[CH:16][C:17]([C:18]([OH:20])=[O:19])=[C:13]([C:4]2[N:3]([CH3:23])[C:2]([CH3:1])=[C:6]([C:7]([O:9][CH3:10])=[O:8])[CH:5]=2)[CH:12]=1

Participants

5

Reactant 4

HCID 136747Ethyl 2-methyl-3-pyrrolecarboxylateHCID 27733192-Bromo-4-fluorobenzaldehydeHCID 12333388Methyl 2-methyl-1H-pyrrole-3-carboxylateHCID 131547102-Bromo-4-chlorobenzaldehyde

Product 1

HCID 1178337864-Fluoro-2-[4-(methoxycarbonyl)-1,5-dimethyl-1H-pyrrol-2-yl]benzoic acid

Procedure

The procedure is in accordance with the process of Preparation 1, replacing, in Step A, the ethyl 2-methyl-1H-pyrrole-3-carboxylate by methyl 2-methyl-1H-pyrrole-3-carboxylate and also the 2-bromo-4-chlorobenzaldehyde used in Step B by 2-bromo-4-fluorobenzaldehyde.

Workup

  1. customThe procedure is in accordance with the process of Preparation 1

Sources & evidence

ORD record
ord-d9f0575f345b40c4a20691a0e3314aa7
Source dataset
uspto-grants-2015_08
Patent number
US09108983B2

Reaction notes

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