Sodium Hydroxide → {4-[2-(Pyrid-3-yl)ethenyl]-2-phenylbenzoyl}methionine sodium salt

HRID 2121188Notes

Reaction equation

HRID 2121188 reaction equation
C[O:2][C:3](=[O:32])[C@H:4]([CH2:28][CH2:29][S:30][CH3:31])[NH:5][C:6](=[O:27])[C:7]1[CH:12]=[CH:11][C:10]([CH:13]=[CH:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:9][C:8]=1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[OH-].[Na+:34]>CO>[Na+:34].[N:17]1[CH:18]=[CH:19][CH:20]=[C:15]([CH:14]=[CH:13][C:10]2[CH:11]=[CH:12][C:7]([C:6]([NH:5][C@H:4]([C:3]([O-:32])=[O:2])[CH2:28][CH2:29][S:30][CH3:31])=[O:27])=[C:8]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:9]=2)[CH:16]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54096885{4-[2-(Pyrid-3-yl)ethenyl]-2-phenylbenzoyl}methionine methyl ester

Product 1

HCID 69892574{4-[2-(Pyrid-3-yl)ethenyl]-2-phenylbenzoyl}methionine sodium saltYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of the {4-[2-(pyrid-3-yl)ethenyl]-2-phenylbenzoyl}methionine methyl ester prepared in Example 210 (136 mg, 0.304 mmol) in methanol (2 mL) was added a solution of sodium hydroxide (0.979 N, 0.334 mL). After 14 hours, the solvent was evaporated in vacuo to give {4-[2-(pyrid-3-yl)ethenyl]-2-phenylbenzoyl}methionine sodium salt (141 mg, 100%). 1H NMR (300 MHz, DMSO-d6) δ 8.90 (d, 1H), 8.46 (dd, 1H), 8.07 (dt, 1H), 7.64 (m, 2H), 7.50-7.35 (m, 10H), 3.78 (m, 1H), 2.10 (m, 2H), 1.98 (s, 3H), 1.76 (m, 2H). MS (APCI+) m/e 433 (M+H)+.

Workup

  1. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-4a462cabee234a52b6422ff4923c4dc1
Source dataset
uspto-grants-2004_02
Patent number
US06693123B2

Reaction notes

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