Hydrochloric Acid → HCID 57591002, compound

HRID 1783895Notes

Reaction equation

HRID 1783895 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>C(O)C>[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, compoundYield 127.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-[1-(Cyclohexylmethyl)-2-(1,1-dimethylpropyl)-1H-benzimidazol-5-yl]acetamide (105.4 mg, 0.309 mmol) was dissolved in ethanol (3 mL) and 2N HCl aqueous solution (2 mL) in a Teflon-capped test tube. The vessel was irradiated by microwave for 45 min. at 120° C. After evaporation and drying in vacuo, 117.8 mg (100%) of the title compound was obtained as a grey white solid. 1H NMR (400 MHz, CD3CD): 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 microwave for 45 min. at 120° C
  2. customAfter evaporation
  3. customdrying in vacuo

Sources & evidence

ORD record
ord-b6c975447a644a87a3fb29bfe2e09877
Source dataset
uspto-grants-2009_03
Patent number
US07501447B2

Reaction notes

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