Hydrochloric Acid → 1-(1-ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid methyl ester

HRID 1750190Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:25])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH:11]([CH2:14][CH3:15])[CH2:12][CH3:13])=[C:6]([NH:16][C:17](=O)[CH2:18][C:19]2[S:20][CH:21]=[CH:22][CH:23]=2)[CH:5]=1.Cl>O1CCOCC1>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[CH:8][C:7]2[N:10]([CH:11]([CH2:14][CH3:15])[CH2:12][CH3:13])[C:17]([CH2:18][C:19]3[S:20][CH:21]=[CH:22][CH:23]=3)=[N:16][C:6]=2[CH:5]=1)=[O:25]

Participants

Conditions

Temperature: 120 °C

Procedure

0.72 g of 4-(1-ethyl-propylamino)-3-(2-thiophen-2-yl-acetylamino)-benzoic acid methyl ester were dissolved in 5 ml of dry dioxane and 10 ml of 4M hydrochloric acid in dioxane were added. The reaction was heated in a microwave reactor to 120° C. for 10 min and concentrated to yield 0.69 g (100%) of 1-(1-ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid methyl ester as a brown solid which was used in the next step without further purification.

Workup

concentrationconcentrated

Sources & evidence

ORD record: ord-38ebced5e4cc4c56b8ad616fc8db211a
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09156796B2

Reaction notes

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