Potassium Hydroxide → HCID 5276108, compound

HRID 1788498Notes

Reaction equation

HRID 1788498 reaction equation
BrC1C=CC(O)=C([C:8]2[CH:17]=[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.[CH2:37]([N:40]([CH2:45]CC)[CH2:41][C:42](=O)[CH3:43])[CH2:38][CH3:39].[OH-].[K+]>C(O)C>[CH:23]1([N:22]2[C:21]3[CH:29]=[CH:30][C:31]([C:33]([OH:35])=[O:34])=[CH:32][C:20]=3[N:19]=[C:18]2[C:13]2[CH:14]=[C:15]3[C:10](=[CH:11][CH:12]=2)[N:9]=[C:8]([CH2:45][N:40]([CH2:41][CH2:42][CH3:43])[CH2:37][CH2:38][CH3:39])[CH:17]=[CH:16]3)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 2911541-(dipropylamino)acetoneHCID 52759802-[2-(5-Bromo-2-hydroxy-phenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

Product 1

HCID 5276108HCID 5276108, compoundYield 58%

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-dipropylamino-propan-2-one (0.256 mmol) in ethanol (2 mL) using 10% w/v KOH in ethanol (506 μL, 0.64 mmol) to produce the title compound (70 mg, 58% yield). MS: 485.34 (M+H+); HPLC Procedure A, retention time=9.20 min.

Sources & evidence

ORD record
ord-9a816d7855224c32910f87aadd2f86cc
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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