Potassium Carbonate → HCID 68644191, compound

HRID 2373294Notes

Reaction equation

HRID 2373294 reaction equation
[OH:1][CH2:2][C@@H:3]1[NH:7][CH2:6][C@H:5]([OH:8])[CH2:4]1.Br[CH2:10][CH2:11][CH2:12][C:13]#[N:14].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[OH:8][C@H:5]1[CH2:6][N:7]([CH2:10][CH2:11][CH2:12][C:13]#[N:14])[C@@H:3]([CH2:2][OH:1])[CH2:4]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 214124-BromobutyronitrileHCID 42554286HCID 42554286, compound

Product 1

HCID 68644191HCID 68644191, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

(3R,5R)-5-Hydroxymethylpyrrolidin-3-ol and 4-bromobutyronitrile are reacted in the presence of potassium carbonate in N,N-dimethylformamide to give 4-[(2R,4R)-4-hydroxy-2-hydroxymethylpyrrolidin-1-yl]butyronitrile. In the same manner as in Example 1b (e) and using 4-[(2R,4R)-4-hydroxy-2-hydroxymethylpyrrolidin-1-yl]butyronitrile and N,N-diethyl-2,3-dimethylbenzamide, 3-{3-[(2R,4R)-4-hydroxy-2-hydroxyiethylpyrrolidin-1-yl]propyl}-5-methyl-2H-isoquinolin-1-one is obtained.

Sources & evidence

ORD record
ord-44444b21acaa4544840761ae01ec9351
Source dataset
uspto-grants-2008_12
Patent number
US07459465B2

Reaction notes

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