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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2243880Generated: October 31, 2026

Ammonium Chloride → (R)-5-(1-Boc-pyrrolidin-2-YL)-1H-tetrazole

https://huagongshe.com/reaction/2243880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
Reactanttert-butyl (2R)-2-cyanopyrrolidine-1-carboxylateHCID 2756788—
SolventDimethylformamideHCID 6228—
Product(R)-5-(1-Boc-pyrrolidin-2-YL)-1H-tetrazoleHCID 2478060152.2%

Reaction Steps

The title compound of Example 11 (8.34 g, 42.5 mmol), sodium azide (3.04 g, 46.8 mmol), and ammonium chloride (2.50 g, 46.8 mmol) were stirred in DMF (30 mL) at 100° C. for 12 h. The reaction was concentrate and partitioned with DCM and 3 M HCl. The organic extracts were dried over sodium sulphate, filtered and concentrated. The resulting solid was triturated with ether and filtered to afford the title product (5.31 g, 52%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07678796B2
Source datasetuspto-grants-2010_03
ORD IDord-47630bc9f0904c589f04c7fd40f9e549
Source noteuspto-grants-2010_03