Lithium Hydroxide → HCID 70983900, compound

HRID 403343Notes

Reaction equation

HRID 403343 reaction equation
[OH-].[Li+].[C:3]([O:7][C:8]([NH:10][C@@H:11]1[C:21]2[C:16](=[N:17][CH:18]=[CH:19][N:20]=2)[C:15]([CH2:22][C:23]([O:25]C)=[O:24])=[CH:14][CH2:13][C@H:12]1[C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[C:28]=1[F:34])=[O:9])([CH3:6])([CH3:5])[CH3:4]>O1CCCC1.CO>[C:3]([O:7][C:8]([NH:10][C@@H:11]1[C:21]2[C:16](=[N:17][CH:18]=[CH:19][N:20]=2)[C:15]([CH2:22][C:23]([OH:25])=[O:24])=[CH:14][CH2:13][C@H:12]1[C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[C:28]=1[F:34])=[O:9])([CH3:6])([CH3:4])[CH3:5]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 70983522HCID 70983522, compound

Product 1

HCID 70983900HCID 70983900, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

In a 50 mL round-bottomed flask was dissolved methyl 2-((5S,6S)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetate (5) in 4:1 tetrahydrofuran/methanol (2.5 mL). Lithium hydroxide (0.588 mL, 0.588 mmol) was added and the mixture was stirred at rt for 16 h. LCMS indicated complete conversion. The mixture was concentrated and further dried under a high vacuum to remove water to give a slightly orange solid, which was directly carried on to the next step.

Workup

  1. concentrationThe mixture was concentrated
  2. customfurther dried under a high vacuum
  3. customto remove water
  4. customto give a slightly orange solid, which

Sources & evidence

ORD record
ord-c53e6f79234c4ef5bae333a7a69a6fe4
Source dataset
uspto-grants-2014_06
Patent number
US08748429B2

Reaction notes

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