Methanol → HCID 86648619, compound

HRID 43676Notes

Reaction equation

HRID 43676 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C@H:12]2[CH2:17][CH2:16][N:15]([C:18]3[O:19][C:20]([CH2:30][CH2:31][CH3:32])=[C:21]([C:23]([O:25]CCCC)=[O:24])[N:22]=3)[CH2:14][C@H:13]2[O:33][CH3:34])=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8].[OH-].[Li+].CO>C1COCC1>[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C@H:12]2[CH2:17][CH2:16][N:15]([C:18]3[O:19][C:20]([CH2:30][CH2:31][CH3:32])=[C:21]([C:23]([OH:25])=[O:24])[N:22]=3)[CH2:14][C@H:13]2[O:33][CH3:34])=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8]

Participants

5

Reactant 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 86648618HCID 86648618, compound

Product 1

HCID 86648619HCID 86648619, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The same operation as in Example (91d) was performed using butyl cis(±)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-5-propyl-3-methoxypiperidin-1-yl)-1,3-oxazole-4-carboxylate obtained in Example (116d) (0.22 g, 0.44 mmol), 2 N lithium hydroxide (3 mL, 6 mmol), methanol (2 mL) and THF (3 mL), to obtain 176 mg of the title compound as a colorless solid (91%).

Sources & evidence

ORD record
ord-bc7d2453e76c45e5bb709dc822e5d3bb
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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