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

HRID 2110938Notes

Reaction equation

HRID 2110938 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][C:10]1[O:14][N:13]=[C:12]([CH:15]([CH3:17])[CH3:16])[N:11]=1)(C)(C)C.[ClH:19]>ClCCl>[ClH:19].[CH:15]([C:12]1[N:11]=[C:10]([CH2:9][CH2:8][NH2:7])[O:14][N:13]=1)([CH3:17])[CH3:16]

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 addition of a further 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-22bd84cc34dd446d90c311a1a1bad23c
Source dataset
uspto-grants-2009_04
Patent number
US07517995B2

Reaction notes

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