Potassium Hydroxide → HCID 5276095, compound

HRID 1788497Notes

Reaction equation

HRID 1788497 reaction equation
BrC1C=CC(O)=[C:6]([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)[CH:7]=1.[N:37]1(CCC(=O)C)[CH:41]=[CH:40][CH:39]=[N:38]1.[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:12]=[C:11]3[C:10](=[CH:15][CH:14]=2)[N:9]=[C:8]([CH2:17][CH2:16][N:37]2[CH:41]=[CH:40][CH:39]=[N:38]2)[CH:6]=[CH:7]3)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 9147894-(1-Pyrazolyl)-2-butanoneHCID 52759802-[2-(5-Bromo-2-hydroxy-phenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

Product 1

HCID 5276095HCID 5276095, compoundYield 50%

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 4-pyrazol-1-yl-butan-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 (14 mg, 50% yield). MS: 466.27 (M+H+); HPLC Procedure A, retention time=8.41 min.

Sources & evidence

ORD record
ord-dd4bee7afe7d442a83a108fc3240271f
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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