Potassium Hydroxide → HCID 5276014, compound

HRID 1788481Notes

Reaction equation

HRID 1788481 reaction equation
Br[C:2]1C=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.[NH2:37][C:38]1[S:39]C(C(=O)C)=C(C)[N:42]=1.[OH-].[K+]>C(O)C>[NH2:42][C:38]1[S:39][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[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]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:7]([CH3:2])[N:37]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 7208825-Acetyl-2-amino-4-methylthiazoleHCID 52759802-[2-(5-Bromo-2-hydroxy-phenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

Product 1

HCID 5276014HCID 5276014, compoundYield 9%

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-(2-amino-4-methyl-thiazol-5-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 (8 mg, 9% yield). MS: 484.19 (M+H+); HPLC Procedure A, retention time=8.57 min.

Sources & evidence

ORD record
ord-96ce9955b25e4e4398cc1e634f7c3ab1
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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