Acetic Acid → 2-[2-oxo4-(1H-tetrazol-1-yl)-1-pyrrolidinyl]butanamide

HRID 453248Notes

Reaction equation

HRID 453248 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.[N-:14]=[N+:15]=[N-:16].[Na+].[CH3:18]C(O)=O>>[O:13]=[C:4]1[CH2:3][CH:2]([N:1]2[CH:18]=[N:16][N:15]=[N:14]2)[CH2:6][N:5]1[CH:7]([CH2:11][CH3:12])[C:8]([NH2:10])=[O:9]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 33557Sodium AzideHCID 22386994HCID 22386994, compound

Product 1

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

Procedure

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

Sources & evidence

ORD record
ord-39df80feb8904b8987598eb133a48dce
Source dataset
uspto-grants-2013_07
Patent number
US08492416B2

Reaction notes

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