3-Chloro-4-fluoroaniline → HCID 46908834, compound

HRID 1410260Notes

Reaction equation

HRID 1410260 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][C:10]([C:12]([CH3:15])([CH3:14])[CH3:13])=[O:11])=[CH:4][C:3]=1[NH:16][C:17]1[N:21]([CH3:22])[C:20]2[CH:23]=[C:24]([O:30][CH2:31][CH:32]([F:34])[F:33])[C:25]([C:27]([OH:29])=O)=[CH:26][C:19]=2[N:18]=1.[Cl:35][C:36]1[CH:37]=[C:38]([CH:40]=[CH:41][C:42]=1[F:43])[NH2:39].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>C1COCC1>[Cl:35][C:36]1[CH:37]=[C:38]([NH:39][C:27]([C:25]2[C:24]([O:30][CH2:31][CH:32]([F:34])[F:33])=[CH:23][C:20]3[N:21]([CH3:22])[C:17]([NH:16][C:3]4[CH:4]=[C:5]([CH2:8][NH:9][C:10]([C:12]([CH3:14])([CH3:13])[CH3:15])=[O:11])[CH:6]=[CH:7][C:2]=4[Cl:1])=[N:18][C:19]=3[CH:26]=2)=[O:29])[CH:40]=[CH:41][C:42]=1[F:43]

Participants

5

Reactant 3

HCID 97083-Chloro-4-fluoroanilineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 59529891HCID 59529891, compound

Product 1

HCID 46908834HCID 46908834, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared from 2-(2-chloro-5-{[(tert.butylcarbonyl)amino]methyl}-phenylamino)-6-(2,2-difluoroethoxy)-1-methyl-1H-benzo[d]imidazole-5-carboxylic acid and 3-chloro-4-fluoro-aniline with HATU and TEA in THF in analogy to example 3e and purified via flash chromatography.

Workup

  1. custompurified via flash chromatography

Sources & evidence

ORD record
ord-a377d29815f64ccea6d4c4eb2964deb0
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

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