Tributyltin azide → HCID 178448925, compound

HRID 2380672Notes

Reaction equation

HRID 2380672 reaction equation
[CH2:1]([N:5]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[C:30]#[N:31])=[CH:20][CH:19]=1)[C:6](=[O:16])[CH2:7][CH2:8][C:9]([C:12]([O:14]C)=[O:13])([CH3:11])[CH3:10])[CH2:2][CH2:3][CH3:4].C([Sn]([N:45]=[N+:46]=[N-:47])(CCCC)CCCC)CCC>CC1C=CC=CC=1C>[CH2:1]([N:5]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[C:30]2[NH:31][N:47]=[N:46][N:45]=2)=[CH:20][CH:19]=1)[C:6](=[O:16])[CH2:7][CH2:8][C:9]([C:12]([OH:14])=[O:13])([CH3:11])[CH3:10])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 4984872Tributyltin azideHCID 537457074-methoxycarbonyl-4-methyl-pentanoic acid N-butyl-N-(2'-cyano-biphenyl-4-ylmethyl)-amide

Product 1

HCID 178448925HCID 178448925, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 5.5 g (11.3 mmol) of 4-methoxycarbonyl-4-methyl-pentanoic acid N-butyl-N-(2'-cyanobiphenyl-4-ylmethyl)-amide and 4.9 g (14.2 mmol) of tributyltin azide in 50 ml of o-xylene is reacted and worked up analogously to Example 2 to yield 4-carboxy-4-methyl-pentanoic acid N-butyl-N-[2'-(1H-tetrazol-5-yl)biphenyl4-ylmethyl]-amide in the form of a beige-coloured foam that has an Rf value of 0.34 [toluene/isopropanol/glacial acetic acid (170:30:2)].

Sources & evidence

ORD record
ord-be82944aa8ea43a791f0dab377fed181
Source dataset
uspto-grants-1994_11
Patent number
US05369110

Reaction notes

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