Acetic Acid → HCID 18680815, compound

HRID 276055Notes

Reaction equation

HRID 276055 reaction equation
C(O)(=O)C.[N:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][NH:12][C:13](=[O:40])[C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:21](=O)[CH3:22])=[C:16]([NH:24][CH2:25][C:26]2[CH:31]=[CH:30][C:29]([O:32][CH2:33][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[CH:28][CH:27]=2)[CH:15]=1>C(O)C>[CH2:33]([O:32][C:29]1[CH:30]=[CH:31][C:26]([CH2:25][N:24]2[C:16]3[CH:15]=[C:14]([C:13](=[O:40])[NH:12][CH2:11][C:6]4[CH:7]=[CH:8][CH:9]=[CH:10][N:5]=4)[CH:19]=[CH:18][C:17]=3[N:20]=[C:21]2[CH3:22])=[CH:27][CH:28]=1)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 18681145HCID 18681145, compound

Product 1

HCID 18680815HCID 18680815, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

Four milliliters of acetic acid and 8 ml of ethanol were added to 0.434 g of N-(2-pyridylmethyl)-4-acetylamino-3-(4-benzyloxybenzylamino)benzamide, and the mixture was stirred at 90° C. for 7 hours. The reaction solution was concentrated under reduced pressure. Ethyl acetate and ether were added to the residue for crystallization. The crystals were separated through filtration, and were dried to give 0.375 g of 1-(4-benzyloxybenzyl)-2-methyl-6-[(2-pyridylmethyl)carbamoyl]-benzimidazole (242).

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. additionEthyl acetate and ether were added to the residue for crystallization
  3. customThe crystals were separated through filtration
  4. customwere dried

Sources & evidence

ORD record
ord-0a8d71bd119d4b8b8d048f12fe365d80
Source dataset
uspto-grants-2002_03
Patent number
US06352985B1

Reaction notes

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