Potassium Hydroxide → HCID 5276068, compound

HRID 1788502Notes

Reaction equation

HRID 1788502 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.[CH2:37]([O:44][C:45]1[CH:46]=[CH:47][C:48]2[O:52][C:51]([CH3:53])=[C:50]([C:54](=O)[CH3:55])[C:49]=2[CH:57]=1)[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.[OH-].[K+]>C(O)C>[CH2:37]([O:44][C:45]1[CH:46]=[CH:47][C:48]2[O:52][C:51]([CH3:53])=[C:50]([C:54]3[CH:55]=[CH:16][C:15]4[C:10](=[CH:11][CH:12]=[C:13]([C:18]5[N:22]([CH:23]6[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]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:49]=2[CH:57]=1)[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 8673621-[5-(benzyloxy)-2-methyl-1-benzofuran-3-yl]ethanoneHCID 52759802-[2-(5-Bromo-2-hydroxy-phenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

Product 1

HCID 5276068HCID 5276068, 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-(5-benzyloxy-2-methyl-benzofuran-3-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 (75 mg, 49% yield). MS: 608.25 (M+H+); HPLC Procedure A, retention time=17.24 min.

Sources & evidence

ORD record
ord-5ab4352dcc90475294b7e409811e18dd
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

Loading…