Ethylamine → HCID 22063997, compound

HRID 1828201Notes

Reaction equation

[CH2:1]([N:3]1[C:7]2[CH:8]=[CH:9][C:10]([C:12]3[C:13]([C:21]4[CH:22]=[C:23]([CH3:27])[CH:24]=[CH:25][CH:26]=4)=[N:14][N:15]([CH2:17][C:18](O)=[O:19])[CH:16]=3)=[CH:11][C:6]=2[N:5]([CH2:28][CH3:29])[C:4]1=[O:30])[CH3:2].C(N1C=CN=C1)([N:33]1[CH:37]=[CH:36]N=C1)=O.C(N)C>ClCCl>[CH2:1]([N:3]1[C:7]2[CH:8]=[CH:9][C:10]([C:12]3[C:13]([C:21]4[CH:22]=[C:23]([CH3:27])[CH:24]=[CH:25][CH:26]=4)=[N:14][N:15]([CH2:17][C:18]([NH:33][CH2:37][CH3:36])=[O:19])[CH:16]=3)=[CH:11][C:6]=2[N:5]([CH2:28][CH3:29])[C:4]1=[O:30])[CH3:2]

Participants

Conditions

Temperature: 23 °C

Procedure

To a dichloromethane (2 mL) solution of [4-(1,3-Diethyl-2-oxo-2,3-dihydro-1H-benzoimidazol-5-yl)-3-m-tolyl-pyrazol-1-yl]-acetic acid (0.106 g) was added carbonyldiimidazole (0.055 g). After stirring at 23° C. for 0.5 hours ethyl amine (0.2 mL, 2M in tetrahydrofuran) was added. The reaction was stirred at 23° C. for an additional hour then was concentrated. Preparative thin layer chromatography gave 2-[4-(1,3-Diethyl-2-oxo-2,3-dihydro-1H-benzoimidazol-5-yl)-3-m-tolyl-pyrazol-1-yl]-N-ethyl-acetamide (0.075 g).

Workup

additionwas added
concentrationthen was concentrated

Sources & evidence

ORD record: ord-90e11d91795a454897d3b37717e544df
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07056918B2

Reaction notes

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