Tributyltin azide → HCID 22480179, compound

HRID 1272807Notes

Reaction equation

HRID 1272807 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:16]#[N:17])[CH:14]=3)[NH:9][N:8]=2)[CH:2]=1.[N:18]([Sn](CCCC)(CCCC)CCCC)=[N+:19]=[N-:20]>C1(C)C=CC=CC=1>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:16]4[N:18]=[N:19][NH:20][N:17]=4)[CH:14]=3)[NH:9][N:8]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 4984872Tributyltin azideHCID 22479720HCID 22479720, compound

Product 1

HCID 22480179HCID 22480179, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The title compound was prepared from 3-(3-pyridyl)-1H-indazole-5-carbonitrile (0.068 g, 0.031 mmol), azidotributyl tin (0.116 g, 0.096 mL, 0.32 mmol) in toluene (10 mL). The product was isolated using the procedure described for Example 161 (0.009 g, 0.04 mmol, 12.5% yield): 1H NMR (DMSO-d6) δ 14.0 (br s, 1H), 9.2 (d, 1H), 8.8 (s, 1H), 8.7 (d, 1H), 8.5 (d, 1H), 7.83–7.78 (m, 2H), 7.76–7.64 (m, 1H); ES-MS (m/z) 264 [M+1]+.

Workup

  1. customThe product was isolated

Sources & evidence

ORD record
ord-69790cd8f01c4eb9822bec54b5f150c9
Source dataset
uspto-grants-2007_04
Patent number
US07208513B2

Reaction notes

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