Azido(trimethyl)stannane → HCID 178441454, compound

HRID 373126Notes

Reaction equation

HRID 373126 reaction equation
[CH2:1]([CH:5]1[N:14]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][N:25]=[CH:24][C:23]=3[C:28]#[N:29])=[CH:18][CH:17]=2)[C:13](=[O:30])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH3:31])[CH:11]=2)[NH:6]1)[CH2:2][CH2:3][CH3:4].C[Sn]([N:36]=[N+:37]=[N-:38])(C)C>C1(C)C=CC=CC=1>[CH2:1]([C:5]1[N:14]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][N:25]=[CH:24][C:23]=3[C:28]3[NH:38][N:37]=[N:36][N:29]=3)=[CH:18][CH:17]=2)[C:13](=[O:30])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH3:31])[CH:11]=2)[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 5104973Azido(trimethyl)stannaneHCID 19811514HCID 19811514, compound

Product 1

HCID 178441454HCID 178441454, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2-butyl-6-methyl-3-[[4-(3-cyanopyridin-4-yl)phenyl]methyl]quinazolin-4(1H)-one (1.0 eq.) and trimethylstannylazide (3 eq.) in toluene is heated to reflux for 4 days. The mixture is cooled to rt, concentrated, then purified by flash chromatography on SiO2 to give the titled compound.

Workup

  1. temperatureto reflux for 4 days
  2. concentrationconcentrated
  3. custompurified by flash chromatography on SiO2

Sources & evidence

ORD record
ord-460fe87b551d44b6add4c72b08620166
Source dataset
uspto-grants-1992_11
Patent number
US05162325

Reaction notes

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