Triethylamine → HCID 73460741, compound

HRID 2362791Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:12]=2[NH:19][C:20]([C:22]2[CH:27]=[CH:26][C:25]([C:28]#[N:29])=[CH:24][CH:23]=2)=[O:21])=[O:10])=[N:6][CH:7]=1.Cl.[OH:31][NH2:32].CCN(CC)CC>CCO>[NH2:29][C:28](=[N:32][OH:31])[C:25]1[CH:24]=[CH:23][C:22]([C:20]([NH:19][C:12]2[CH:13]=[CH:14][C:15]([O:17][CH3:18])=[CH:16][C:11]=2[C:9]([NH:8][C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][N:6]=2)=[O:10])=[O:21])=[CH:27][CH:26]=1

Participants

Conditions

Temperature: 60 °C

Procedure

To a suspension of compound N-(5-chloro(2-pyridyl)){2-[(4-cyanophenyl)carbonylamino]-5-methoxyphenyl}carboxamide (150 mg) in EtOH (10 mL) was added hydroxyamine hydrochloride (80 mg) and Et3N (200 μL). The mixture was stirred at 60° C. overnight and the reaction was complete. The solvent was evaporated and the crude material was purified by RP-HPLC to give the title compound. MS found for C21H18ClN5O4 (M+H)+: 440.1.

Workup

customThe solvent was evaporated
customthe crude material was purified by RP-HPLC

Sources & evidence

ORD record: ord-21244633bdc6432c981d533f3ef4d778
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08691847B2

Reaction notes

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