Azido(trimethyl)stannane → HCID 178522024, compound

HRID 2115028Notes

Reaction equation

HRID 2115028 reaction equation
[CH2:1]([CH:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:26])[C:15]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]#[N:25])[CH:19]=2)=[O:16])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:27]([Sn](C)(C)C)=[N+:28]=[N-:29]>C1(C)C=CC=CC=1>[CH2:1]([CH:8]1[CH2:9][CH2:10][N:11]([C:14](=[O:26])[C:15]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]3[NH:29][N:28]=[N:27][N:25]=3)[CH:19]=2)=[O:16])[CH2:12][CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 5104973Azido(trimethyl)stannaneHCID 69100271HCID 69100271, compound

Product 1

HCID 178522024HCID 178522024, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 0.7 g (2 mmol) of 2-(4-benzyl-piperidin-1-yl)-N-(3-cyanophenyl)-2-oxo-acetamide, 0.82 g (4 mmol) of azidotrimethyltin (Aldrich) and 20 ml of toluene is refluxed for 20 hours. The precipitated crystals are filtered off and treated with 20 ml of N hydrochloric acid to yield 0.42 g (54%) of the title compound. Melting Point: 159-161° C. (water)

Workup

  1. temperatureis refluxed for 20 hours
  2. filtrationThe precipitated crystals are filtered off
  3. additiontreated with 20 ml of N hydrochloric acid

Sources & evidence

ORD record
ord-3fa0ebd6a9034b109e4ff8532589ee66
Source dataset
uspto-grants-2008_10
Patent number
US07435744B2

Reaction notes

Loading…