Lithium Hydroxide → 4-(7-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-2,3-dihydro-4H-1,4-benzoxazin-4-yl)-4-oxobutanoic acid

HRID 43570Notes

Reaction equation

HRID 43570 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C:12]2[CH:30]=[CH:29][C:15]3[N:16]([C:20](=[O:28])[CH2:21][CH2:22][C:23]([O:25]CC)=[O:24])[CH2:17][CH2:18][O:19][C:14]=3[CH:13]=2)=[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:12]2[CH:30]=[CH:29][C:15]3[N:16]([C:20](=[O:28])[CH2:21][CH2:22][C:23]([OH:25])=[O:24])[CH2:17][CH2:18][O:19][C:14]=3[CH:13]=2)=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 67549783Ethyl 4-(7-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-2,3-dihydro-4H-1,4-benzoxazin-4-yl)-4-oxobutanoate

Product 1

HCID 601359504-(7-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-2,3-dihydro-4H-1,4-benzoxazin-4-yl)-4-oxobutanoic acidYield 25.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same operation as in Example (91d) was performed using ethyl 4-(7-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-2,3-dihydro-4H-1,4-benzoxazin-4-yl)-4-oxobutanoate obtained in Example (95d) (45 mg, 0.10 mmol), 2 N lithium hydroxide (3 mL, 6 mmol) and methanol (5 mL), to obtain 10.4 mg of the title compound as a colorless solid (25%).

Sources & evidence

ORD record
ord-2bb083327332406f959a281e03151812
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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