Dimethylformamide → HCID 70386008, compound

HRID 1761866Notes

Reaction equation

HRID 1761866 reaction equation
[C:1]([CH:8]([NH2:11])C#N)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[N-:12]=[N+:13]=[N-:14].[Na+].[NH4+].[Cl-].[CH3:18][N:19](C=O)C>>[C:1]([C:8]1[N:11]([CH2:18][NH2:19])[N:14]=[N:13][N:12]=1)([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2]

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 1246662868970-51-4

Product 1

HCID 70386008HCID 70386008, compound

Procedure

5-(BOC-Phe-Nle-AHCP-aminomethyl)-tetrazole is obtained, analogously to Example 4, from BOC-Phe-OH and 5-(H-Nle-AHCP-aminomethyl)-tetrazole [obtainable by reacting BOC-aminoacetonitrile with NaN3 in DMF in the presence of NH4Cl at 80°-90° to give 5-BOC-aminomethyltetrazole (M.p. 153°-155°), splitting off the BOC group to give 5-aminomethyltetrazole, subjecting the latter to a condensation reaction with BOC-Nle-AHCP-OH to give 5-BOC-Nle-AHCP-aminomethyltetrazole and again splitting off the BOC group].

Workup

  1. customat 80°-90°

Sources & evidence

ORD record
ord-3da2a3c7e83a438299a038b1942e9c27
Source dataset
uspto-grants-1989_05
Patent number
US04829053

Reaction notes

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