Azido(trimethyl)stannane → HCID 178439911, compound

HRID 653634Notes

Reaction equation

HRID 653634 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[N:8]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[CH:25][N:24]=[CH:23][C:22]=4[C:27]#[N:28])=[CH:17][CH:16]=3)[C:9]([CH2:11][CH2:12][CH3:13])=[N:10][C:3]=12.C[Sn]([N:33]=[N+:34]=[N-:35])(C)C>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[N:8]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[CH:25][N:24]=[CH:23][C:22]=4[C:27]4[NH:35][N:34]=[N:33][N:28]=4)=[CH:17][CH:16]=3)[C:9]([CH2:11][CH2:12][CH3:13])=[N:10][C:3]=12

Participants

4

Reactant 2

HCID 5104973Azido(trimethyl)stannaneHCID 198893907-Methyl-2-propyl-3-[[4-(3-cyanopyridin-4-yl)phenyl]methyl]imidazo[4,5-b]pyridine

Product 1

HCID 178439911HCID 178439911, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 7-methyl-2-propyl-3-[[4-(3-cyanopyridin-4-yl)phenyl]methyl]imidazo[4,5-b]pyridine (50 mg, 0.136 mmol) and trimethylstannylazide (84 mg, 0.408 mmol) in toluene (4 mL) was heated to reflux for 4 days. The mixture was cooled to rt, concentrated, then purified by flash chromatography on SiO2 (80/20/1 CH2Cl2 /MeOH/NH4OH) to give the product as a white solid.

Workup

  1. temperatureto reflux for 4 days
  2. concentrationconcentrated
  3. custompurified by flash chromatography on SiO2 (80/20/1 CH2Cl2 /MeOH/NH4OH)

Sources & evidence

ORD record
ord-27726e40def24f0a90cbf12c0c51f04c
Source dataset
uspto-grants-1992_07
Patent number
US05128327

Reaction notes

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