Azido(trimethyl)stannane → HCID 178522031, compound

Reaction equation

[C:1]([CH2:3][C:4]1[CH:5]=[C:6]([NH:10][C:11]([C:13]2[O:14][C:15]([Br:18])=[CH:16][CH:17]=2)=[O:12])[CH:7]=[CH:8][CH:9]=1)#[N:2].[Sn]([N:23]=[N+:24]=[N-:25])(C)(C)C>>[NH:23]1[C:1]([CH2:3][C:4]2[CH:5]=[C:6]([NH:10][C:11]([C:13]3[O:14][C:15]([Br:18])=[CH:16][CH:17]=3)=[O:12])[CH:7]=[CH:8][CH:9]=2)=[N:2][N:25]=[N:24]1

Participants

Reactant 2

HCID 5104973Azido(trimethyl)stannane

HCID 596548595-Bromo-furan-2-carboxylic acid (3-cyanomethyl-phenyl)-amide

Product 1

HCID 178522031HCID 178522031, compound

Procedure

Nitrile (83) (162 mg, 0.53 mmol) was treated with Me3SnN3 using Method K. The residue was purified by column chromatography, flushing with heptane (200 ml) and eluting with 50% EtOAc in heptane to give the title compound.

Workup

customThe residue was purified by column chromatography
customflushing with heptane (200 ml)
washeluting with 50% EtOAc in heptane

Sources & evidence

ORD record: ord-2328271765a4498bb5ca149e8da0dae3
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07662839B2

Reaction notes

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