Methanol → HCID 59615485, compound

HRID 43608Notes

Reaction equation

HRID 43608 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C:12]2[CH:33]=[CH:32][C:15]3[N:16]([CH2:20][C:21]4[CH:31]=[CH:30][CH:29]=[CH:28][C:22]=4[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>O1CCCC1>[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C:12]2[CH:33]=[CH:32][C:15]3[N:16]([CH2:20][C:21]4[CH:31]=[CH:30][CH:29]=[CH:28][C:22]=4[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

5

Reactant 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 67548775Ethyl 2-[(7-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-2,3-dihydro-4H-1,4-benzoxazin-4-yl)methyl]benzoate

Product 1

HCID 59615485HCID 59615485, compoundYield 101.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The same operation as in Example (91d) was performed using methyl 2-[(7-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-2,3-dihydro-4H-1,4-benzoxazin-4-yl)methyl]benzoate obtained in Example (104c) (0.13 g, 0.29 mmol), 2 N lithium hydroxide (3 mL, 6 mmol), methanol (3 mL) and tetrahydrofuran (3 mL), to obtain 0.13 g of the title compound as a light brown solid (92%).

Sources & evidence

ORD record
ord-a493c6c13e324499a928ff87683ba5f6
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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