Potassium Hydroxide → HCID 5276099, compound

HRID 1788515Notes

Reaction equation

HRID 1788515 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.[NH2:37][C:38]1[CH:42]=[C:41]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[S:40][C:39]=1[C:49](=O)[CH3:50].[OH-].[K+]>C(O)C>[NH2:37][C:38]1[CH:42]=[C:41]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[S:40][C:39]=1[C:49]1[CH:50]=[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 28078492-Acetyl-3-Amino-5-PhenylthiopheneHCID 52759802-[2-(5-Bromo-2-hydroxy-phenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

Product 1

HCID 5276099HCID 5276099, compoundYield 14%

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-(3-amino-5-phenyl-thiophen-2-yl)-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 (19 mg, 14% yield). MS: 545.24 (M+H+); HPLC Procedure B, retention time=8.25 min.

Sources & evidence

ORD record
ord-d7aa1f1d49e348c096c6385ebccb7dcd
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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