Methanol → HCID 59615429, compound

HRID 43629Notes

Reaction equation

HRID 43629 reaction equation
C[O:2][C:3]([C:5]1[N:6]=[C:7]([C:11]2[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:20]3[NH:21][C:22]([CH2:26][CH3:27])=[C:23]([Cl:25])[N:24]=3)=[O:19])=[C:13]([CH3:28])[CH:12]=2)[O:8][C:9]=1[CH3:10])=[O:4].[OH-].[Li+].CO>O1CCCC1>[Cl:25][C:23]1[N:24]=[C:20]([C:18]([NH:17][C:14]2[CH:15]=[CH:16][C:11]([C:7]3[O:8][C:9]([CH3:10])=[C:5]([C:3]([OH:4])=[O:2])[N:6]=3)=[CH:12][C:13]=2[CH3:28])=[O:19])[NH:21][C:22]=1[CH2:26][CH3:27]

Participants

5

Reactant 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 68406197Methyl 2-(4-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methylphenyl)-5-methyl-1,3-oxazole-4-carboxylic acid

Product 1

HCID 59615429HCID 59615429, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The same operation as in Example (91d) was performed using methyl 2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methylphenyl)-5-methyl-1,3-oxazole-4-carboxylate obtained in Example (108f) (0.12 g, 0.30 mmol), 2 N lithium hydroxide (3 mL, 6 mmol), methanol (5 mL) and tetrahydrofuran (5 mL), to obtain 0.10 g of the title compound as a colorless solid (86%).

Sources & evidence

ORD record
ord-56ff7b44be734f92a4bb8ad29e2ae0e8
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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