tert-butyl 5-(1H-tetrazol-1-yl)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate → 5-(1H-tetrazol-1-yl)-octahydrocyclopenta[c]pyrrole

HRID 1804606Notes

Reaction equation

HRID 1804606 reaction equation
[N:1]1([CH:6]2[CH2:20][CH:9]3[CH2:10][N:11](C(OC(C)(C)C)=O)[CH2:12][CH:8]3[CH2:7]2)[CH:5]=[N:4][N:3]=[N:2]1>Cl.O1CCOCC1>[N:1]1([CH:6]2[CH2:20][CH:9]3[CH2:10][NH:11][CH2:12][CH:8]3[CH2:7]2)[CH:5]=[N:4][N:3]=[N:2]1

Participants

4

Reactant 1

HCID 67972161tert-butyl 5-(1H-tetrazol-1-yl)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

Product 1

HCID 679721215-(1H-tetrazol-1-yl)-octahydrocyclopenta[c]pyrroleYield 92%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

The title compound from Step A above (670 mg, 2.4 mmol) was dissolved in 4 M HCl in dioxane (5 mL) and stirred at RT overnight. The product was concentrated under reduced pressure and dried under high vacuum to afford the title compound (i-38) (395 mg, 92%). EST-MS calculated for C8H13N5: Exact Mass: 179.09. Found 180.05.

Workup

  1. concentrationThe product was concentrated under reduced pressure
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-7fafa6c56d8242eba102009b65bdff77
Source dataset
uspto-grants-2013_01
Patent number
US08354403B2

Reaction notes

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