Sodium Hydroxide → 8-[(2R)-(1-(3-methoxyphenyl)pyrrolidin-2-yl)]-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid

HRID 41199Notes

Reaction equation

HRID 41199 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:9]2[CH2:13][CH2:12][CH2:11][C@@H:10]2[C:14]2[CH:15]=[C:16]([C:31]([O:33]C)=[O:32])[CH:17]=[C:18]3[C:23]=2[O:22][C:21]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)=[CH:20][C:19]3=[O:30])[CH:6]=[CH:7][CH:8]=1.[OH-].[Na+]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:9]2[CH2:13][CH2:12][CH2:11][C@@H:10]2[C:14]2[CH:15]=[C:16]([C:31]([OH:33])=[O:32])[CH:17]=[C:18]3[C:23]=2[O:22][C:21]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)=[CH:20][C:19]3=[O:30])[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 86672422methyl 8-[(2R)-(1-(3-methoxyphenyl)pyrrolidin-2-yl)]-2-morpholino-4-oxo-4H-chromene-6-carboxylate

Product 1

HCID 866724238-[(2R)-(1-(3-methoxyphenyl)pyrrolidin-2-yl)]-2-morpholino-4-oxo-4H-chromene-6-carboxylic acidYield 74.8%

Procedure

Methyl 8-[(2R)-(1-(3-methoxyphenyl)pyrrolidin-2-yl)]-2-morpholino-4-oxo-4H-chromene-6-carboxylate (90 mg, 0.19 mmol) was reacted with sodium hydroxide (38.7 mg, 0.97 mmol) to give 8-[(2R)-(1-(3-methoxyphenyl)pyrrolidin-2-yl)]-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid (64 mg, 73%) as a beige solid. Mass Spectrum: m/z [M+H]+=451.

Sources & evidence

ORD record
ord-57ef7798125f40ae974b76519944e99c
Source dataset
uspto-grants-2013_09
Patent number
US08530470B2

Reaction notes

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