Dimethylacetamide → HCID 22343020, compound

HRID 584132Notes

Reaction equation

HRID 584132 reaction equation
Cl[CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[O:13])[NH:5][N:4]=1.CC[N:16](C(C)C)[CH:17]([CH3:19])C.CC([N:26](C)C)=O>CS(C)=O>[NH2:16][CH2:17][CH2:19][NH:26][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[O:13])[NH:5][N:4]=1

Participants

5

Reactant 3

HCID 31374DimethylacetamideHCID 81531DiisopropylethylamineHCID 22343439HCID 22343439, compound

Product 1

HCID 22343020HCID 22343020, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution 4-chloromethyl-2H-phthalazin-1-one (13 mg, 0.067 mmol) in DMA (400 μL) were added the amine (e.g., N-(2-amino-ethyl)-acetamide (8 mg, 0.08 mmol)) and DIPEA (14.3 μL, 0.08 mmol). The mixture was stirred overnight at RT, diluted with DMSO (400 μL) and purified by preparative HPLC to yield 4-[(2-amino-ethylamino)-methyl]-2H-phthalazin-1-one and the dialkylated compound. The purity was determined by RPLC/MS.

Workup

  1. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-75fea7a839fd4498a1abab6930ed4e67
Source dataset
uspto-grants-2005_08
Patent number
US06924284B2

Reaction notes

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