Azido(trimethyl)stannane → HCID 178441963, compound

HRID 1742107Notes

Reaction equation

HRID 1742107 reaction equation
[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]#[N:24])=[CH:13][CH:12]=2)[C:8]([S:25]([CH2:28][C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=2)(=[O:27])=[O:26])=[N:7][N:6]=1)[CH2:2][CH2:3][CH3:4].C[Sn]([N:40]=[N+:41]=[N-:42])(C)C>CO>[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[NH:42][N:41]=[N:40][N:24]=3)=[CH:15][CH:16]=2)[C:8]([S:25]([CH2:28][C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=2)(=[O:27])=[O:26])=[N:7][N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 5104973Azido(trimethyl)stannaneHCID 9983626HCID 9983626, compound

Product 1

HCID 178441963HCID 178441963, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared from 3-n-butyl-5-(4-chlorobenzylsulfonyl)-4-[(2'-cyanobiphenyl- 4-yl)methyl]-4H-1,2,4-triazole (Step A) according to the procedure of Example 15, Step E, except that 3.5 equivalents of trimethyltin azide were added at the start, and the column was eluted with a gradient of 0-10% methanol in CH2Cl2. The product was obtained in 17% yield as a glass, which was transformed to a powder upon scraping: mp 180°-182° C. dec.; homogeneous by TLC in 4:1CH2Cl2 --MeOH; mass spectrum (FAB) m/e 548 (M+1)+.

Workup

  1. additionwere added at the start
  2. washthe column was eluted with a gradient of 0-10% methanol in CH2Cl2
  3. customThe product was obtained in 17% yield as a glass, which

Sources & evidence

ORD record
ord-cc0d989d23cb4a97952fdf8851d505b8
Source dataset
uspto-grants-1994_08
Patent number
US05336778

Reaction notes

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