1,3-Benzodioxole-5-carboxaldehyde, 6-bromo- → 6-[4-(Ethoxycarbonyl)-1-methyl-5-trifluoromethyl-1H-pyrrol-2-yl]-1,3-benzodioxole-5-carboxylic acid

HRID 515871

Reaction equation

HRID 515871 reaction equation
[CH3:1][C:2]1N[CH:4]=[CH:5][C:6]=1[C:7]([O:9]CC)=[O:8].[F:12][C:13]([F:25])([F:24])[C:14]1[NH:15][CH:16]=[CH:17][C:18]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20].Br[C:27]1C=C(Cl)C=CC=1C=O.BrC1C(C=O)=CC2[O:44][CH2:43][O:42][C:41]=2C=1>>[CH2:22]([O:21][C:19]([C:18]1[CH:17]=[C:16]([C:5]2[C:6]([C:7]([OH:9])=[O:8])=[CH:2][C:1]3[O:44][CH2:43][O:42][C:41]=3[CH:4]=2)[N:15]([CH3:27])[C:14]=1[C:13]([F:12])([F:24])[F:25])=[O:20])[CH3:23]

Participants

5

Reactant 4

HCID 950621,3-Benzodioxole-5-carboxaldehyde, 6-bromo-HCID 136747Ethyl 2-methyl-3-pyrrolecarboxylateHCID 131547102-Bromo-4-chlorobenzaldehydeHCID 85684081ethyl 2-(trifluoromethyl)-1H-pyrrole-3-carboxylate

Product 1

HCID 1178338906-[4-(Ethoxycarbonyl)-1-methyl-5-trifluoromethyl-1H-pyrrol-2-yl]-1,3-benzodioxole-5-carboxylic 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 ethyl 2-(trifluoromethyl)-1H-pyrrole-3-carboxylate and also the 2-bromo-4-chlorobenzaldehyde used in Step B by 6-bromo-1,3-benzodioxole-5-carbaldehyde.

Workup

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

Sources & evidence

ORD record
ord-580f8210768c429e9e30116492270c94
Source dataset
uspto-grants-2015_08
Patent number
US09108983B2

Linked notes

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