2-Acetylpyridine → HCID 5276047, compound

HRID 1788483Notes

Reaction equation

HRID 1788483 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5](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)=[CH:32][C:20]=5[N:19]=4)[CH:14]=3)[N:9]=2)C=1.[N:37]1C=CC=CC=1C(=O)C.[OH-:46].[K+]>C(O)C>[CH:23]1([N:22]2[C:21]3[CH:29]=[CH:30][C:31]([C:33]([OH:35])=[O:46])=[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]([C:6]2[CH:5]=[CH:4][CH:3]=[CH:2][N:37]=2)[CH:17]=[CH:16]3)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]1

Participants

5

Reactant 3

HCID 142862-AcetylpyridineHCID 14797Potassium HydroxideHCID 52759802-[2-(5-Bromo-2-hydroxy-phenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

Product 1

HCID 5276047HCID 5276047, compoundYield 61%

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-pyridin-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 (66 mg, 61% yield). MS: 449.19 (M+H+); HPLC Procedure A, retention time=9.85 min.

Sources & evidence

ORD record
ord-4c01ec35257e41d6b0e9098be9038ce2
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

Loading…