n-chloroaniline → HCID 5276004, compound

HRID 1788575Notes

Reaction equation

HRID 1788575 reaction equation
[CH:1]1([N:7]2[C:11]3[CH:12]=[CH:13][C:14]([C:16]([OH:18])=[O:17])=[CH:15][C:10]=3[N:9]=[C:8]2[C:19]2[CH:20]=[C:21]3[C:26](=[CH:27][CH:28]=2)[N:25]=[C:24]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:23]=[C:22]3[N:35](C)[CH3:36])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(OC(C1C=CC2N(C3CCCCC3)C(C3[CH:51]=[C:52]4C(=CC=3)N=[C:55](C3C=CC=CC=3)[CH:54]=[C:53]4[Cl:66])=NC=2C=1)=O)C.ClNC1C=CC=CC=1>>[Cl:66][C:53]1[CH:54]=[CH:55][C:36]([NH:35][C:22]2[C:21]3[C:26](=[CH:27][CH:28]=[C:19]([C:8]4[N:7]([CH:1]5[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]5)[C:11]5[CH:12]=[CH:13][C:14]([C:16]([OH:18])=[O:17])=[CH:15][C:10]=5[N:9]=4)[CH:20]=3)[N:25]=[C:24]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH:23]=2)=[CH:51][CH:52]=1

Participants

4

Reactant 3

HCID 258030n-chloroanilineHCID 52761001-Cyclohexyl-2-[4-(dimethylamino)-2-phenyl-6-quinolyl]benzimidazole-5-carboxylic acidHCID 68924249HCID 68924249, compound

Product 1

HCID 5276004HCID 5276004, compound

Procedure

The title compound was prepared using the method described for Compound 481. In this reaction 102 mg (0.2 mmol) of crude 2-(4-chloro-2-phenyl-quinolin-6-yl)-1-cyclohexyl-1H-benzoimidazole-5-carboxylic acid ethyl ester were used. The nucleophile used wasp-chlorophenylamine. Yield: 89 mg.

Sources & evidence

ORD record
ord-36172fd882c8461fabaa669a99e3754e
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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