5-formyl-2,4-dimethyl-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrrole-3-carboxamide → HCID 60061593, compound

HRID 1839815Notes

Reaction equation

HRID 1839815 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:11]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:12]=2[CH2:13][C:14](=[O:20])[NH:15]3)[CH:8]=[CH:9][CH:10]=1.[N:21]1([CH2:26][CH2:27][NH:28][C:29]([C:31]2[C:35]([CH3:36])=[C:34]([CH:37]=O)[NH:33][C:32]=2[CH3:39])=[O:30])[CH2:25][CH2:24][CH2:23][CH2:22]1>N1CCCC1.C(O)C>[N:21]1([CH2:26][CH2:27][NH:28][C:29]([C:31]2[C:35]([CH3:36])=[C:34](/[CH:37]=[C:13]3\[C:14](=[O:20])[NH:15][C:16]4[C:12]\3=[C:11]([C:7]3[CH:8]=[CH:9][CH:10]=[C:5]([O:4][CH2:3][CH2:2][OH:1])[CH:6]=3)[CH:19]=[CH:18][CH:17]=4)[NH:33][C:32]=2[CH3:39])=[O:30])[CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

5

Reactant 2

HCID 207617295-formyl-2,4-dimethyl-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrrole-3-carboxamideHCID 22561690HCID 22561690, compound

Product 1

HCID 60061593HCID 60061593, compoundYield 15,991.9%

Reagents, catalysts & solvents 2

HCID 31268PyrrolidineCatalystHCID 702EthanolSolvent

Procedure

4-[3-(2-Hydroxy-ethoxy)-phenyl]-1,3-dihydro-indol-2-one (0.25 mg) was condensed with 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide (0.25 mmol) and pyrrolidine (2 drops) in ethanol (2 mL) at rt for overnight to give 76.4 mg (60%) of the titled compound as a yellow solid.

Sources & evidence

ORD record
ord-452743a5a4224a06bb808ba3e3c7da58
Source dataset
uspto-grants-2004_01
Patent number
US06677368B2

Reaction notes

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