Methanol → HCID 60135868, compound

HRID 43573Notes

Reaction equation

HRID 43573 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[O:19][CH:20]=[C:21]([C:23]([O:25]C)=[O:24])[N:22]=3)=[CH:14][CH:13]=2)=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8].[OH-].[Li+].CO>O1CCCC1>[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[O:19][CH:20]=[C:21]([C:23]([OH:25])=[O:24])[N:22]=3)=[CH:14][CH:13]=2)=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8]

Participants

5

Reactant 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 67549191Methyl 2-[4-[[(5-chloro-4-ethyl-1H-imidazol-2-yl)carbonyl]amino]phenyl]-4-oxazolecarboxylate

Product 1

HCID 60135868HCID 60135868, compoundYield 48.5%

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}phenyl)-1,3-oxazole-4-carboxylate obtained in Example (96c) (0.12 g, 0.32 mmol), 2 N lithium hydroxide (2 mL, 4 mmol), methanol (3 mL) and tetrahydrofuran (5 mL), to obtain 56 mg of the title compound as a light brown solid (48%).

Sources & evidence

ORD record
ord-fa43c6800a824ebaa7679d3944a9d2fa
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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