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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640768Generated: October 25, 2026

(2S)-2-[2-oxo-4-(1H-tetrazol-1-ylmethyl)-1-pyrrolidinyl]butanamide → (2S)-2-[4-(azidomethyl)-2-oxo-1-pyrrolidinyl]butanamide

https://huagongshe.com/reaction/640768

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S)-2-[2-oxo-4-(1H-tetrazol-1-ylmethyl)-1-pyrrolidinyl]butanamideHCID 9813710—
Reactant2-[2-oxo-4-(1H-1,2,3-triazol-1-ylmethyl)-1-pyrrolidinyl]butanamideHCID 22387100—
Reactant(2S)-2-[2-oxo-4-(1H-1,2,4-triazol-1-ylmethyl)-1-pyrrolidinyl]butanamideHCID 57478743—
Reactant(2S)-2-{4-[(isopropylsulfanyl)methyl]-2-oxo-1-pyrrolidinyl}butanamideHCID 57478744—
Reactant(2S)-2-[2-oxo-4-(4-thiomorpholinylmethyl)-1-pyrrolidinyl]butanamideHCID 66725879—
Reactant(2S)-2-[4-(fluoromethyl)-2-oxo-1-pyrrolidinyl]butanamideHCID 66725939—
Reactant(2S)-2-[2-oxo-4-(1-pyrrolidinylmethyl)-1-pyrrolidinyl]butanamideHCID 66725961—
Product(2S)-2-[4-(azidomethyl)-2-oxo-1-pyrrolidinyl]butanamideHCID 60105793—

Reaction Steps

Alternatively, (2S)-2-[4-(fluoromethyl)-2-oxo-1-pyrrolidinyl]butanamide 44, (2S)-2-[2-oxo-4-(1H-tetrazol-1-ylmethyl)-1-pyrrolidinyl]butanamide 39, (2S)-2-[2-oxo-4-(1H-tetrazol-1-ylmethyl)-1-pyrrolidinyl]butanamide 40, (2S)-2-[2-oxo-4-(1H-1,2,4-triazol-1-ylmethyl)-1-pyrrolidinyl]butanamide 55, 2-[2-oxo-4-(1H-1,2,3-triazol-1-ylmethyl)-1-pyrrolidinyl]butanamide 56, (2S)-2-{4-[(isopropylsulfanyl)methyl]-2-oxo-1-pyrrolidinyl}butanamide 24, (2S)-2-[2-oxo-4-(1-pyrrolidinylmethyl)-1-pyrrolidinyl]butanamide 15, (2S)-2-[2-oxo-4-(4-thiomorpholinylmethyl)-1-pyrrolidinyl]butanamide 17, are prepared in similar ways, from activated alcohol derivatives, such as mesylates, tosylates or halides.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07692028B2
Source datasetuspto-grants-2010_04
ORD IDord-09a6812553634bea9136e8414a785488
Source noteuspto-grants-2010_04