Ethyl orthoformate → 2-[2-oxo4-(1H-tetrazol-1-yl)-1-pyrrolidinyl]butanamide

HRID 1663566Notes

Reaction equation

HRID 1663566 reaction equation
[NH2:1][CH:2]1[CH2:6][N:5]([CH:7]([CH2:11][CH3:12])[C:8]([NH2:10])=[O:9])[C:4](=[O:13])[CH2:3]1.[CH:14](OCC)(OCC)OCC.[N-:24]=[N+:25]=[N-:26].[Na+]>CC(O)=O>[O:13]=[C:4]1[CH2:3][CH:2]([N:1]2[CH:14]=[N:26][N:25]=[N:24]2)[CH2:6][N:5]1[CH:7]([CH2:11][CH3:12])[C:8]([NH2:10])=[O:9]

Participants

5

Reactant 3

HCID 31214Ethyl orthoformateHCID 33557Sodium AzideHCID 22386994HCID 22386994, compound

Product 1

HCID 223870622-[2-oxo4-(1H-tetrazol-1-yl)-1-pyrrolidinyl]butanamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Alternatively to §5.6, reaction of 2-[4-amino-2-oxo-1-pyrrolidinyl]butanamide with triethyl orthoformate, NaN3 and AcOH provided 2-[2-oxo-4-(1H-tetrazol-1-yl)-1-pyrrolidinyl]butanamide 67.

Sources & evidence

ORD record
ord-88774dabce2c46e78fbb8bd77aa70b05
Source dataset
uspto-grants-2011_10
Patent number
US08034958B2

Reaction notes

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