Hydrochloric Acid → HCID 57591002, compound

HRID 472940Notes

Reaction equation

HRID 472940 reaction equation
[CH:1]1([CH2:7][N:8]2[C:12]3[CH:13]=[CH:14][C:15]([NH:17]C(=O)C)=[CH:16][C:11]=3[N:10]=[C:9]2[C:21]([CH3:25])([CH3:24])[CH2:22][CH3:23])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>CCO>[CH:1]1([CH2:7][N:8]2[C:12]3[CH:13]=[CH:14][C:15]([NH2:17])=[CH:16][C:11]=3[N:10]=[C:9]2[C:21]([CH3:24])([CH3:25])[CH2:22][CH3:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11313853HCID 11313853, compound

Product 1

HCID 57591002HCID 57591002, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-[1-(cyclohexylmethyl)-2-(1,1-dimethylpropyl)-1H-benzimidazol-5-yl]acetamide (110.0 mg, 0.32 mmol) was dissolved in EtOH (3 mL) and 2N HCl (2 mL) in a Teflon-capped test tube. The vessel was irradiated by microvwave for 45 min. at 120° C. Upon evaporation of the solvent, the title compound was obtained as a grey white solid (117.8 mg, 100%). 1H NMR (400 MHz, CD3OD): δ 0.87 (t, J=7.52 Hz, 3H), 1.27 (m, 5H), 1.66 (m, 3H), 1.71 (s, 6H), 1.78 (m, 2H), 2.05 (q, J=7.42 Hz, 2H), 2.13 (m, 1H), 4.53 (d, J=7.62 Hz, 2H), 7.66 (dd, J=8.79, 1.56 Hz, 1H), 7.97 (d, J=1.76 Hz, 1H), 8.17 (d, J=8.79 Hz, 1H); MS (ESI) (M+H)+: 300.05.

Workup

  1. customThe vessel was irradiated by microvwave for 45 min. at 120° C
  2. customUpon evaporation of the solvent

Sources & evidence

ORD record
ord-5142b6d21f19458f936d556e92f5ae3c
Source dataset
uspto-grants-2014_01
Patent number
US08633235B2

Reaction notes

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