Hydrochloric Acid → HCID 68771858, compound

HRID 33367Notes

Reaction equation

HRID 33367 reaction equation
[CH3:1][C:2]([N:14]1[C:18]2[CH:19]=[C:20]([CH3:23])[CH:21]=[CH:22][C:17]=2[NH:16][C:15]1=[O:24])([CH3:13])[CH2:3][CH2:4][NH:5]C(=O)OC(C)(C)C.Cl>O1CCOCC1>[NH2:5][CH2:4][CH2:3][C:2]([N:14]1[C:18]2[CH:19]=[C:20]([CH3:23])[CH:21]=[CH:22][C:17]=2[NH:16][C:15]1=[O:24])([CH3:13])[CH3:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86603967Tert-butyl [3-methyl-3-(6-methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-butyl]-carbamate

Product 1

HCID 68771858HCID 68771858, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
90 °C

Procedure

A solution of 1.50 g (4.5 mmol) tert-butyl [3-methyl-3-(6-methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-butyl]-carbamate in 100 mL dioxane is combined with 10 mL 4 molar hydrochloric acid in dioxane and then heated to 90° C. for 90 minutes, during which time a white precipitate settles out. After cooling to ambient temperature the solvent is distilled off and the residue is stirred in diethyl ether. White solid. Yield: 1.04 g (86%; hydrochloride); mass spectroscopy: [M+H]+=234.

Workup

  1. temperatureAfter cooling to ambient temperature the solvent
  2. distillationis distilled off

Sources & evidence

ORD record
ord-5f5e37ee2b60400094fbd43e6c726625
Source dataset
uspto-grants-2008_09
Patent number
US07429583B2

Reaction notes

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