Lithium Hydroxide → HCID 57448192, compound

HRID 1667597Notes

Reaction equation

HRID 1667597 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:19][CH:20]([C:25]3[CH:30]=[C:29]([O:31][CH3:32])[C:28]([O:33][CH3:34])=[CH:27][C:26]=3[F:35])[C:21]([O:23]C)=[O:22])=[CH:16][CH:17]=2)[CH:12]=[CH:11][N:10]=1.[Li+].[OH-]>C1COCC1>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:19][CH:20]([C:25]3[CH:30]=[C:29]([O:31][CH3:32])[C:28]([O:33][CH3:34])=[CH:27][C:26]=3[F:35])[C:21]([OH:23])=[O:22])=[CH:16][CH:17]=2)[CH:12]=[CH:11][N:10]=1

Participants

4

Reactant 2

HCID 3939Lithium Hydroxide2×HCID 57448190HCID 57448190, compound

Product 1

HCID 57448192HCID 57448192, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7C (80 mg, 0.21 mmol) was dissolved in THF (2 mL). 1M LiOH (0.4 mL) was added, and the reaction was stirred at rt for 0.5 h. Additional 1M LiOH was added (0.4 mL) and the reaction was stirred for 3 h. The solvent was removed under reduced pressure, and water (10 mL) was added. The solution was acidified with 1 N HCl, then purified via preparative HPLC (MeOH/water/TFA) to provide 7D (65 mg, 64%). LC-MS: 373.18 (M+H)+.

Workup

  1. stirringthe reaction was stirred for 3 h
  2. customThe solvent was removed under reduced pressure, and water (10 mL)
  3. additionwas added
  4. custompurified via preparative HPLC (MeOH/water/TFA)

Sources & evidence

ORD record
ord-f7e007141cbb4a62be8db16913100bbe
Source dataset
uspto-grants-2011_10
Patent number
US08044242B2

Reaction notes

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