Lithium hydroxide, monohydrate → HCID 9951800, compound

HRID 380828Notes

Reaction equation

HRID 380828 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-1feca1ce6c234bfd9ad31bcb053aff80
Source dataset
uspto-grants-2001_10
Patent number
US06303793B1

Reaction notes

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