4-Fluoroaniline → HCID 86691675, compound

HRID 1407041Notes

Reaction equation

HRID 1407041 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([NH:11][C:12]3[N:17]=[C:16]([O:18][CH2:19][C:20]([F:23])([F:22])[F:21])[N:15]=[C:14]([NH:24][C:25]4[CH:44]=[CH:43][C:28]([C:29]([NH:31][CH2:32][C:33]5([CH2:36][NH:37][C:38](=[O:42])[C:39](O)=[O:40])[CH2:35][CH2:34]5)=[O:30])=[CH:27][CH:26]=4)[N:13]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[F:67][C:68]1[CH:74]=[CH:73][C:71]([NH2:72])=[CH:70][CH:69]=1>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([NH:11][C:12]3[N:17]=[C:16]([O:18][CH2:19][C:20]([F:23])([F:21])[F:22])[N:15]=[C:14]([NH:24][C:25]4[CH:44]=[CH:43][C:28]([C:29]([NH:31][CH2:32][C:33]5([CH2:36][NH:37][C:38](=[O:42])[C:39]([NH:72][C:71]6[CH:73]=[CH:74][C:68]([F:67])=[CH:69][CH:70]=6)=[O:40])[CH2:34][CH2:35]5)=[O:30])=[CH:27][CH:26]=4)[N:13]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 97314-FluoroanilineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 86691676HCID 86691676, compound

Product 1

HCID 86691675HCID 86691675, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-(((1-((4-((4-((1-(4-chlorophenyl)cyclopropyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzamido)methyl)cyclopropyl)methyl)amino)-2-oxoacetic acid (17 mg) and TBTU (10.33 mg) in DMF (2 mL) was added 4-fluoroaniline (3.58 mg). The mixture was stirred at room temperature for 16 hours, before being purified by preparative HPLC.

Workup

  1. custombefore being purified by preparative HPLC

Sources & evidence

ORD record
ord-5889df8e1b0d43fa95f108bf58dd3e9c
Source dataset
uspto-grants-2014_12
Patent number
US08916702B2

Reaction notes

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