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Methanol → HCID 86648626, compound

HRID 43686
Notes
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Reaction equation

HRID 43686 reaction equation
[CH2:1]([O:5][C@H:6]1[C@@H:11]([NH:12][C:13]([C:15]2[NH:16][C:17]([CH2:21][CH3:22])=[C:18]([Cl:20])[N:19]=2)=[O:14])[CH2:10][CH2:9][N:8]([C:23]2[S:24][C:25]([C:28]([O:30]CC)=[O:29])=[CH:26][N:27]=2)[CH2:7]1)[CH2:2][CH2:3][CH3:4].[OH-].[Li+].CO>C1COCC1>[CH2:1]([O:5][C@H:6]1[C@@H:11]([NH:12][C:13]([C:15]2[NH:16][C:17]([CH2:21][CH3:22])=[C:18]([Cl:20])[N:19]=2)=[O:14])[CH2:10][CH2:9][N:8]([C:23]2[S:24][C:25]([C:28]([OH:30])=[O:29])=[CH:26][N:27]=2)[CH2:7]1)[CH2:2][CH2:3][CH3:4]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 86648627ethyl cis(+/-)-2-(3-butoxy-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}piperidin-1-yl)-1,3-thiazole-5-carboxylate

Product 1

HCID 86648626HCID 86648626, compoundYield 82.2%

Reagents, catalysts & solvents 1

HCID 8028Tetrahydrofuran
Solvent

Procedure

The same operation as in Example (91d) was performed using ethyl cis(±)-2-(3-butoxy-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}piperidin-1-yl)-1,3-thiazole-5-carboxylate obtained in Example (119f) (0.39 g, 0.8 mmol), 2 N lithium hydroxide (5 mL, 10 mmol), methanol (3 mL) and THF (3 mL), to obtain 0.30 g of the title compound as a colorless solid (82%).

Sources & evidence

ORD record
ord-02ff38f1c7a646bda2ddea705433d9ec
Source dataset
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08536197B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes