Acetic Acid → HCID 18680815, compound

HRID 1276916Notes

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

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

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

Sources & evidence

ORD record: ord-ba719433a97941879cccb36193bb4e83
Source dataset: uspto-grants-2000_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06166219

Reaction notes

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