Hydrochloric Acid → Hydrochloric Acid

HRID 1929636Notes

Reaction equation

HRID 1929636 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][N:10]1[CH:14]=[C:13]([I:15])[N:12]=[C:11]1[CH:16]([CH3:18])[CH3:17])(C)(C)C.[ClH:20].O1CCOCC1>C(Cl)Cl>[I:15][C:13]1[N:12]=[C:11]([CH:16]([CH3:18])[CH3:17])[N:10]([CH2:9][CH2:8][NH2:7])[CH:14]=1.[ClH:20]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 66733868[2-(4-Iodo-2-isopropylimidazol-1-yl)ethyl]carbamic acid tert-butyl ester

Product 2

HCID 313Hydrochloric AcidHCID 66733625HCID 66733625, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To an ice-cooled solution of [2-(4-iodo-2-isopropyl-imidazol-1-yl)-ethyl]-carbamic acid tert-butyl ester (3.011 g; 7.941 mmol) in DCM (75 ml) was added slowly 4N HCl in dioxane (40 ml; 160 mmol). The resulting suspension was stirred at 0° C. for 15 min., then at rt for 2 h45. The volatiles were removed under reduced pressure, then under HV. The product 2-(4-iodo-2-isopropyl-imidazol-1-yl)-ethylamine was obtained as a colorless solid (2.720 g; 100%; presence of 2 eq. of HCl). LC-MS: tR=0.19 min.; [M+H]+=280.17 g/mol.

Workup

  1. customat rt
  2. customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-fcc0f530d0ae4becba8b1085a4141785
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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