Dichloromethane → HCID 91368688, compound

HRID 2416584Notes

Reaction equation

HRID 2416584 reaction equation
Br.[NH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([OH:13])[CH:11]=2)[CH:6]=[CH:5][N:4]=1.Cl[CH2:15][CH2:16][CH2:17][NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22].C(=O)([O-])[O-].[K+].[K+].ClCCl>CN(C=O)C.[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[NH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH2:15][CH2:16][CH2:17][NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH:11]=2)[CH:6]=[CH:5][N:4]=1

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 10932310N-Boc-3-ChloropropylamineHCID 22631312HCID 22631312, compound

Product 1

HCID 91368688HCID 91368688, compound

Reagents, catalysts & solvents 2

HCID 67553Tetrabutylammonium IodideCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

4.0 g (12.7 mmol) of 1-amino-7-hydroxyisoquinoline monohydrobromide was dissolved in 50 ml of DMF. 4.42 g (18.6 mmol) of t-butyl (3-chloropropyl)carbamate, 8.76 g (63.5 mmol) of potassium carbonate and 4.69 g (12.7 mmol) of tetrabutylammonium iodide were added to the obtained solution, and they were stirred at 70° C. for 3 days. After the treatment with dichloromethane as the extraction solvent in an ordinary manner, the crude product was obtained, which was then purified by the silica gel column chromatography to obtain the title compound.

Workup

  1. customwhich was then purified by the silica gel column chromatography

Sources & evidence

ORD record
ord-32e43587676849e1b7980300a6577723
Source dataset
uspto-grants-2004_11
Patent number
US06825181B1

Reaction notes

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