Methanol → HCID 178458124, compound

HRID 750341Notes

Reaction equation

HRID 750341 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([CH2:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=1)[C:6]([C:22](=[O:25])[CH2:23][CH3:24])=[C:5]2[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C[Sn]([N:36]=[N+:37]=[N-:38])(C)C.O.CO>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([CH2:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]3[NH:38][N:37]=[N:36][N:19]=3)=[CH:16][CH:15]=1)[C:6]([C:22](=[O:25])[CH2:23][CH3:24])=[C:5]2[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 5104973Azido(trimethyl)stannaneHCID 69155855HCID 69155855, compound

Product 1

HCID 178458124HCID 178458124, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
110 °C

Procedure

To a suspension of 4-(6-bromo-1-oxo-4-phenyl-3-propionyl-1H-isoquinolin-2-ylmethyl)benzonitrile (1.89 g) in toluene (80 ml) was added trimethyltin azide (2.47 g) and the mixture was stirred at 110° C. for 4 days. Water (50 ml) and methanol (50 ml) were added at room temperature, and the precipitated crystals were collected by filtration to give the title compound (1.19 g, 58%).

Workup

  1. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-ca5f811658c54cf4a3234d3be272a0e7
Source dataset
uspto-grants-2008_07
Patent number
US07402595B2

Reaction notes

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