Potassium Hydroxide → HCID 5276051, compound

HRID 1788501Notes

Reaction equation

HRID 1788501 reaction equation
BrC1C=C[C:5]([OH:36])=[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.C(C1C(=O)[NH:42][C:43](=[O:53])[N:44]([C:46]2[C:47]([Cl:52])=[N:48][CH:49]=[CH:50][CH:51]=2)C=1)(=O)C.[OH-].[K+]>C(O)C>[Cl:52][C:47]1[C:46]([N:44]2[CH:7]=[C:6]([C:8]3[CH:17]=[CH:16][C:15]4[C:10](=[CH:11][CH:12]=[C:13]([C:18]5[N:22]([CH:23]6[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]6)[C:21]6[CH:29]=[CH:30][C:31]([C:33]([OH:35])=[O:34])=[CH:32][C:20]=6[N:19]=5)[CH:14]=4)[N:9]=3)[C:5](=[O:36])[NH:42][C:43]2=[O:53])=[CH:51][CH:50]=[CH:49][N:48]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 2763787HCID 2763787, compoundHCID 52759802-[2-(5-Bromo-2-hydroxy-phenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

Product 1

HCID 5276051HCID 5276051, compoundYield 31%

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 5-acetyl-1-(2-chloro-pyridin-3-yl)-1H-pyrimidine-2,4-dione (0.256 mmol) in ethanol (2 mL) using 10% w/v KOH in ethanol (506 μL, 0.64 mmol) to produce the title compound 45 mg, 31% yield). MS: 593.17 (M+H+); HPLC Procedure A, retention time=10.02 min.

Sources & evidence

ORD record
ord-61f6d499bfb541ab9f870eff861e92d7
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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