Sodium Hydroxide → HCID 69891623, compound

HRID 2121218Notes

Reaction equation

HRID 2121218 reaction equation
C[O:2][C:3](=[O:33])[C@H:4]([CH2:29][CH2:30][S:31][CH3:32])[NH:5][C:6](=[O:28])[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][C:22]=1[CH3:27].[OH-].[Na+:35]>CO>[Na+:35].[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-:33])=[O:2])[CH2:29][CH2:30][S:31][CH3:32])=[O:28])=[C:8]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[CH3:27])[CH:9]=2)[CH:16]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54425689HCID 54425689, compound

Product 1

HCID 69891623HCID 69891623, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of {4-[2-(pyrid-3-yl)ethenyl]-2-(2-methylphenyl)benzoyl}methionine methyl ester, prepared as in Example 274, (3.285 g, 7.13 mmol) in methanol (10 mL) was added a solution of sodium hydroxide (0.979 N, 7.35 mL). After 15 hours, the solvent was evaporated in vacuo to give the title compound (3.35 g, 100%). 1H NMR (300 MHz, DMSO-d6) δ 8.79 (d, 1H), 8.46 (dd, 1H), 8.05 (dt, 1H), 7.70-7.53 (m, 3H), 7.48-7.37 (m, 4H), 7.27-7.18 (m, 3H), 6.97 (m, 1H), 3.50 (m, 1H), 2.21, 2.03 (2 s's, 3H), 2.00-1.92 (m, 2H), 1.93 (s, 3H), 1.70 (m, 1H), 1.58 (m, 1H). MS (APCI) m/e 445 (M−H)− as the acid form.

Workup

  1. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-d4f119fc54e84170a5fb75b10ddb1ab9
Source dataset
uspto-grants-2004_02
Patent number
US06693123B2

Reaction notes

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