1-Chloro-N,N-2-trimethylpropenylamine → 2-[chloro-(4-cyano-phenyl)-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester
Reaction equation
[Cl:1]C(N(C)C)=C(C)C.[CH2:9]([O:11][C:12]([C:14]1[CH:18]=[CH:17][N:16]([CH:19]([CH3:21])[CH3:20])[C:15]=1[CH:22]([C:24]1[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][CH:25]=1)O)=[O:13])[CH3:10]>C(Cl)Cl>[CH2:9]([O:11][C:12]([C:14]1[CH:18]=[CH:17][N:16]([CH:19]([CH3:21])[CH3:20])[C:15]=1[CH:22]([Cl:1])[C:24]1[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][CH:25]=1)=[O:13])[CH3:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1-Chloro-N,N,2-trimethylpropenylamine [26189-59-3] (4.80 mmol) was added to a solution of 2-[(4-cyano-phenyl)-hydroxy-methyl]-1-isopropyl-1H-pyrrole-3-carboxylic acid ethyl ester (Step H4) (3.20 mmol) in CH2Cl2 (15 mL) and the mixture was stirred at rt for 2.5 h. CH2Cl2 was added and the reaction mixture was concentrated to dryness (2×) to afford the title compound as a yellow-orange oil. tR: 5.71 min (sample in MeOH) (HPLC 4); ESI-MS: tR=1.26 min (LC-MS 1).