4-Fluoroaniline → HCID 89751814, compound

HRID 1407040Notes

Reaction equation

CCN(C(C)C)C(C)C.[F:10][C:11]1[CH:17]=[CH:16][C:14]([NH2:15])=[CH:13][CH:12]=1.[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2([NH:28][C:29]3[N:34]=[C:33]([O:35][CH2:36][C:37]([F:40])([F:39])[F:38])[N:32]=[C:31]([NH:41][C:42]4[CH:64]=[CH:63][C:45]([C:46]([NH:48][CH2:49][CH:50]5[CH2:54][CH2:53][CH2:52][CH:51]5[NH:55][C:56](=[O:62])[C:57](OCC)=[O:58])=[O:47])=[CH:44][CH:43]=4)[N:30]=3)[CH2:27][CH2:26]2)=[CH:21][CH:20]=1>CCO>[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2([NH:28][C:29]3[N:34]=[C:33]([O:35][CH2:36][C:37]([F:38])([F:39])[F:40])[N:32]=[C:31]([NH:41][C:42]4[CH:43]=[CH:44][C:45]([C:46]([NH:48][CH2:49][CH:50]5[CH2:54][CH2:53][CH2:52][CH:51]5[NH:55][C:56](=[O:62])[C:57]([NH:15][C:14]5[CH:16]=[CH:17][C:11]([F:10])=[CH:12][CH:13]=5)=[O:58])=[O:47])=[CH:63][CH:64]=4)[N:30]=3)[CH2:27][CH2:26]2)=[CH:21][CH:20]=1

Participants

Conditions

Temperature: 155 °C

Procedure

iPr2NEt (0.2 mL) and 4-fluoroaniline (39.2 mg) added into the solution of ethyl 2-((2-((4-((4-((1-(4-chlorophenyl)cyclopropyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzamido)methyl)cyclopentyl)amino)-2-oxoacetate (40 mg) in EtOH (2 mL) and the reaction was stirred at 155° C. for 3 days. The product was isolated by preparative HPLC system.

Workup

customThe product was isolated by preparative HPLC system

Sources & evidence

ORD record: ord-9e8a7d43ce8444759e1b31d6ee04f638
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08916702B2

Reaction notes

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