Lithium Hydroxide → HCID 86648663, compound

HRID 43716Notes

Reaction equation

HRID 43716 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[S:19][C:20]([C:24]([O:26]CC)=[O:25])=[C:21]([CH3:23])[N:22]=3)[CH2:14][C@H:13]2[O:29][CH2:30][C:31]([F:34])([F:33])[CH3:32])=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8].[OH-].[Li+]>CO>[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[S:19][C:20]([C:24]([OH:26])=[O:25])=[C:21]([CH3:23])[N:22]=3)[CH2:14][C@H:13]2[O:29][CH2:30][C:31]([F:34])([F:33])[CH3:32])=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 86648664ethyl cis(+/-)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-(2,2-difluoropropoxy)piperidin-1-yl)-4-methyl-1,3-thiazole-5-carboxylate

Product 1

HCID 86648663HCID 86648663, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same operation as in Example (91d) was performed using ethyl cis(±)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-(2,2-difluoropropoxy)piperidin-1-yl)-4-methyl-1,3-thiazole-5-carboxylate obtained in Example (130a) (0.20 g, 0.49 mmol), 2 N lithium hydroxide (6 mL, 12 mmol) and methanol (5 mL), to obtain 0.16 g of the title compound as a light brown solid (74%).

Sources & evidence

ORD record
ord-ff95f38a7ab14e0d9d9b3ed3f94551ca
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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