Lithium hydroxide, monohydrate → HCID 9951800, compound

HRID 1069684Notes

Reaction equation

HRID 1069684 reaction equation
C[O:2][C:3](=[O:30])[CH:4]([CH2:9][C:10]#[C:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:13]=1/[C:14](=[CH:22]/[C:23]1[NH:24][CH:25]=[CH:26][C:27]=1[O:28][CH3:29])/[C:15](=[O:21])[NH:16]2)[C:5]([O:7]C)=[O:6].O[Li].O>C1COCC1.O>[CH3:29][O:28][C:27]1[CH:26]=[CH:25][NH:24][C:23]=1/[CH:22]=[C:14]1\[C:15](=[O:21])[NH:16][C:17]2[C:13]\1=[C:12]([C:11]#[C:10][CH2:9][CH:4]([C:3]([OH:30])=[O:2])[C:5]([OH:7])=[O:6])[CH:20]=[CH:19][CH:18]=2

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 9931278HCID 9931278, compound

Product 1

HCID 9951800HCID 9951800, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Using Method F above, (Z)-[3-[2,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2-oxo-1H-indol-4-yl]-2-propynyl]propanedioic acid dimethyl ester (68 mg, 0.16 mmol) (from Example 26 above) was hydrolyzed with LiOH.H2O (140 mg, 3.32 mmol) in THF (1 mL) and water (1 mL) at room temperature for 20 h to yield (Z)-[3-[2,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2-oxo-1H-indol-4-yl]-2-propynyl]propanedioic acid. (Yield 49 mg, 82%).

Sources & evidence

ORD record
ord-8f2af835ce744d30b51a3ec4749a8ca2
Source dataset
uspto-grants-2001_06
Patent number
US06252086B1

Reaction notes

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