Potassium Hydroxide → HCID 5276111, compound

HRID 1788508Notes

Reaction equation

HRID 1788508 reaction equation
BrC1C=CC(O)=C(C2C=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:18]4[N:22]([CH:23]5[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]5)[C:21]5[CH:29]=[CH:30][C:31]([C:33]([OH:35])=[O:34])=[CH:32][C:20]=5[N:19]=4)[CH:14]=3)[N:9]=2)C=1.[Cl:37][C:38]1[CH:43]=[C:42]([O:44][C:45]2[CH:50]=[CH:49][C:48]([Cl:51])=[CH:47][CH:46]=2)[CH:41]=[CH:40][C:39]=1[C:52](=O)[CH3:53].[OH-].[K+]>C(O)C>[Cl:37][C:38]1[CH:43]=[C:42]([O:44][C:45]2[CH:50]=[CH:49][C:48]([Cl:51])=[CH:47][CH:46]=2)[CH:41]=[CH:40][C:39]=1[C:52]1[CH:53]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:18]3[N:22]([CH:23]4[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]4)[C:21]4[CH:29]=[CH:30][C:31]([C:33]([OH:35])=[O:34])=[CH:32][C:20]=4[N:19]=3)[CH:14]=2)[N:9]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 6774791-[2-Chloro-4-(4-chlorophenoxy)phenyl]ethan-1-oneHCID 52759802-[2-(5-Bromo-2-hydroxy-phenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

Product 1

HCID 5276111HCID 5276111, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Following the procedure and workup for Compound 354, Compound 354e (100 mg, 0.256 mmol) was reacted with 1-[2-chloro-4-(4-chloro-phenoxy)-phenyl]-ethanone (0.256 mmol) in ethanol (2 mL) using 10% w/v KOH in ethanol (506 μL, 0.64 mmol) to produce the title compound (75 mg, 49% yield). MS: 608.17 (M+H+); HPLC Procedure B, retention time=8.44 min.

Sources & evidence

ORD record
ord-2a5ab8982e364511ad1f2a069c8b9e89
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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