(3R)-(+)-3-(Dimethylamino)pyrrolidine → 3-[(3R)-3-dimethylamino-pyrrolidin-1-ylcarbonyl]-5-methyl-1H-pyrrole-2-carbaldehyde

HRID 983053Notes

Reaction equation

HRID 983053 reaction equation
[CH:1]([C:3]1[NH:4][C:5]([CH3:11])=[CH:6][C:7]=1[C:8]([OH:10])=O)=[O:2].[CH3:12][N:13]([CH3:19])[C@@H:14]1[CH2:18][CH2:17][NH:16][CH2:15]1>>[CH3:12][N:13]([CH3:19])[C@@H:14]1[CH2:18][CH2:17][N:16]([C:8]([C:7]2[CH:6]=[C:5]([CH3:11])[NH:4][C:3]=2[CH:1]=[O:2])=[O:10])[CH2:15]1

Participants

3

Reactant 2

HCID 2758521(3R)-(+)-3-(Dimethylamino)pyrrolidineHCID 219155882-formyl-5-methyl-1H-pyrrole-3-carboxylic acid

Product 1

HCID 206114663-[(3R)-3-dimethylamino-pyrrolidin-1-ylcarbonyl]-5-methyl-1H-pyrrole-2-carbaldehydeYield 69%

Procedure

2-Formyl-5-methyl-1H-pyrrole-3-carboxylic acid (536 mg, 3.50 mmol) reacted with (3R)-(+)-3-dimethylamino-pyrrolidine (480 mg, 4.20 mmol) to give 3-[(3R)-3-dimethylamino-pyrrolidine-1-carbonyl]-5-methyl-1H-pyrrole-2-carbaldehyde (600 mg, 69%).

Sources & evidence

ORD record
ord-4c6d19548c834b4aa4110894007f9c75
Source dataset
uspto-grants-2005_03
Patent number
US06861418B2

Reaction notes

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