Hydrochloric Acid → Hydrochloric Acid

HRID 1929643Notes

Reaction equation

HRID 1929643 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[CH2:16][O:17][CH3:18])(C)(C)C.[ClH:20].O1CCOCC1>C(Cl)Cl>[I:15][C:13]1[N:12]=[C:11]([CH2:16][O:17][CH3:18])[N:10]([CH2:9][CH2:8][NH2:7])[CH:14]=1.[ClH:20]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 66733937[2-(4-Iodo-2-methoxymethylimidazol-1-yl)ethyl]carbamic acid tert-butyl ester

Product 2

HCID 313Hydrochloric AcidHCID 667336042-(4-Iodo-2-methoxymethyl-imidazol-1-yl)-ethylamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To an ice-cooled solution of [2-(4-iodo-2-methoxymethyl-imidazol-1-yl)-ethyl]-carbamic acid tert-butyl ester (3.051 g; 8.003 mmol) in DCM (60 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 h. The volatiles were removed under reduced pressure, then under HV. The product 2-(4-iodo-2-methoxymethyl-imidazol-1-yl)-ethylamine was obtained as a pale beige solid (2.750 g; 100%; presence of 2 eq. of HCl). LC-MS: tR=0.21 min.; [M+H]+=282.24 g/mol.

Workup

  1. waitat rt for 2 h
  2. customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-fa2112f7aaf14f618d736f47f824cb62
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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