Acetaldehyde → HCID 178465740, compound

HRID 2236925Notes

Reaction equation

HRID 2236925 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=[CH:12][NH:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([S:21]([NH2:24])(=[O:23])=[O:22])=[CH:17][CH:16]=2)[C:4](=[O:25])[NH:3]1.[CH:26](=O)[CH3:27].[BH4-].[Na+]>FC(F)(F)C(O)=O.CN(C)C=O>[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=[CH:12][NH:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([S:21]([NH:24][CH2:26][CH3:27])(=[O:22])=[O:23])=[CH:17][CH:16]=2)[C:4](=[O:25])[NH:3]1

Participants

6

Reactant 3

HCID 177AcetaldehydeHCID 4311764Sodium borohydrideHCID 178514717HCID 178514717, compound

Product 1

HCID 178465740HCID 178465740, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

To a suspension of 4-{[(1,3-Dioxo-2,3-dihydro-1H-isoquinolin-4-ylidenemethyl)-amino]-methyl}-benzenesulfonamide (35.7 mg, 0.1 mmol) in Trifluoroacetic acid (250 μL) is added acetaldehyde (16.3 μL, 0.3 mmol) and sodium borohydride (11.4 mg, 0.3 mmol). The reaction mixture is shaken at ambient temperature for 18 hours. The reaction mixture is diluted to 2 mL with N,N-dimethylformamide and purified by C18 reverse phase HPLC.

Workup

  1. custompurified by C18 reverse phase HPLC

Sources & evidence

ORD record
ord-d586cc10573d48caa314520acd685bb5
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

Loading…