Hydrochloric Acid → HCID 178440934, compound

HRID 1729335Notes

Reaction equation

HRID 1729335 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[C:11](=[O:35])[N:12]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:33]#[N:34])=[CH:23][CH:22]=2)[C:13]([CH2:16][CH2:17][CH2:18][CH3:19])=[CH:14][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C[Sn]([N:40]=[N+:41]=[N-:42])(C)C.[N-]=[N+]=[N-].Cl>C1(C)C(C)=CC=CC=1>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[C:11](=[O:35])[N:12]([CH2:20][C:21]2[CH:22]=[CH:23][C:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:33]3[NH:42][N:41]=[N:40][N:34]=3)=[CH:25][CH:26]=2)[C:13]([CH2:16][CH2:17][CH2:18][CH3:19])=[CH:14][CH:15]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 33558AzideHCID 5104973Azido(trimethyl)stannaneHCID 10983570HCID 10983570, compound

Product 1

HCID 178440934HCID 178440934, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 472 mg of 3-tert.-butoxycarbonylaminomethyl-6-butyl-1-(2'-cyanobiphenyl-4-ylmethyl)-1,2-dihydro-2-oxopyridine, 206 mg of trimethyltin azide and 12 ml of xylene is boiled for 96 hours; a further 0.2 g of azide is added after 48 hours. The mixture is cooled, treated with ethereal hydrochloric acid and evaporated. Chromatography of the residue (silica gel; methylene chloride/methanol 95:5) yields 3-tert.-butoxycarbonylaminomethyl-6-butyl-1,2-dihydro-2-oxo-1-[2'-(tetrazol-5-yl)-biphenyl-4-ylmethyl]pyridine; m.p. 105°. The corresponding K salt is prepared therefrom in conventional manner.

Workup

  1. temperatureThe mixture is cooled
  2. customevaporated

Sources & evidence

ORD record
ord-a449cae50f7141109cfa5228abcef57a
Source dataset
uspto-grants-1994_07
Patent number
US05332750

Reaction notes

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