Hydrochloric Acid → HCID 21884201, compound

HRID 722419Notes

Reaction equation

HRID 722419 reaction equation
[C:1]([C:3]1[CH:36]=[CH:35][C:6]([C:7]([NH:9][C:10]2[N:14]([CH2:15][CH2:16][O:17][CH3:18])[C:13]3[CH:19]=[CH:20][C:21]([CH2:23][O:24][Si](C(C)C)(C(C)C)C(C)C)=[CH:22][C:12]=3[N:11]=2)=[O:8])=[CH:5][CH:4]=1)#[N:2].Cl>O1CCOCC1>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH:9][C:10]2[N:14]([CH2:15][CH2:16][O:17][CH3:18])[C:13]3[CH:19]=[CH:20][C:21]([CH2:23][OH:24])=[CH:22][C:12]=3[N:11]=2)=[O:8])=[CH:35][CH:36]=1)#[N:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21884178HCID 21884178, compound

Product 1

HCID 21884201HCID 21884201, compoundYield 95.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
95 °C

Procedure

To a suspension of the above benzamide (169 mg, 0.325 mmol) in dioxane (15 mL) was added 0.01 N HCl (15 mL) and the suspension warmed to 95° C. After 3 hours, the reaction appeared complete by TLC and the solution cooled to room temperature. The solid that crashed out of solution as the reaction cooled was collected by filtration, washed with water, and dried to afford 4-cyano-N-[5-hydroxymethyl-1-(2-methoxy-ethyl)-1H-benzimidazol-2-yl]-benzamide as a yellow solid (109 mg, 92%).

Workup

  1. temperaturethe solution cooled to room temperature
  2. temperaturecooled
  3. filtrationwas collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-72792f1cb9ac41bf9667307161947f5a
Source dataset
uspto-grants-2006_11
Patent number
US07138420B2

Reaction notes

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