Hydrochloric Acid → [2-(3-Isopropyl-1,2,4-oxadiazol-5-yl)ethyl]amine hydrochloride

HRID 1804569Notes

Reaction equation

HRID 1804569 reaction equation
[CH:1]([C:4]1[N:8]=[C:7]([CH2:9][CH2:10][NH:11]C(=O)OC(C)(C)C)[O:6][N:5]=1)([CH3:3])[CH3:2].[ClH:19]>ClCCl>[ClH:19].[CH:1]([C:4]1[N:8]=[C:7]([CH2:9][CH2:10][NH2:11])[O:6][N:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 57637051Tert-butyl[2-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-ethyl]-carbamate

Product 1

HCID 46737067[2-(3-Isopropyl-1,2,4-oxadiazol-5-yl)ethyl]amine hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

900 mg (3.53 mmol) tert-butyl [2-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-ethyl]-carbamate are placed in 10 ml dichloromethane, 20 ml 1 molar ethereal hydrochloric acid are added. The reaction mixture is stirred for 16 hours at ambient temperature. After the further addition of 10 ml ethereal hydrochloric acid the mixture is stirred for another 72 hours at ambient temperature and 4 hours at 40° C. The suspension is evaporated down. The residue is dissolved in acetone, mixed with diethyl ether and suction filtered.

Workup

  1. stirringis stirred for another 72 hours at ambient temperature and 4 hours at 40° C
  2. customThe suspension is evaporated down
  3. dissolutionThe residue is dissolved in acetone
  4. additionmixed with diethyl ether and suction
  5. filtrationfiltered

Sources & evidence

ORD record
ord-bfc0e7f40ba745ce897ed442f9458fe1
Source dataset
uspto-grants-2013_01
Patent number
US08354418B2

Reaction notes

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