Sodium hydride → HCID 57799778, compound

HRID 2101069Notes

Reaction equation

HRID 2101069 reaction equation
[H-].[Na+].[CH:3]([O:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([OH:17])=[CH:14][CH:15]=2)[CH:10]=[C:9]([NH:18][C:19]2[CH:23]=[C:22]([CH3:24])[NH:21][N:20]=2)[N:8]=1)([CH3:5])[CH3:4].[CH3:25][O:26][CH2:27][CH2:28]Br>CN(C=O)C>[CH:3]([O:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH2:28][CH2:27][O:26][CH3:25])=[CH:14][CH:15]=2)[CH:10]=[C:9]([NH:18][C:19]2[CH:23]=[C:22]([CH3:24])[NH:21][N:20]=2)[N:8]=1)([CH3:5])[CH3:4]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 809722-Bromoethyl methyl etherHCID 136055523HCID 136055523, compound

Product 1

HCID 57799778HCID 57799778, compoundYield 8.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

NaH (6 mg) was added to 1-Isopropoxy-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinolin-6-ol (50 mg) in DMF (2 ml) and stirred at room temperature for 30 minutes. Then 2-bromoethyl methyl ether (23 mg) was added and stirred at room temperature overnight. The mixture was sent to preparative LC-MS and 5 mg of [1-Isopropoxy-6-(2-methoxy-ethoxy)-isoquinolin-3-yl]-(5-methyl-1H-pyrazol-3-yl)-amine was produced. LC-MS m/e 357(MH+).

Workup

  1. stirringstirred at room temperature overnight

Sources & evidence

ORD record
ord-ddd729499eae477fb6c05df39c94633e
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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