Lithium Hydroxide → HCID 86690944, compound

HRID 714737Notes

Reaction equation

HRID 714737 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][CH:14]([OH:19])[C:15]([F:18])([F:17])[F:16])[C:11](=[O:20])[N:10]([CH2:21][C:22]3[CH:23]=[C:24]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=4[C:38]([F:41])([F:40])[F:39])[CH:25]=[CH:26][C:27]=3[C:28]([O:30]C)=[O:29])[N:9]=2)=[CH:4][CH:3]=1.[OH-].[Li+]>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][CH:14]([OH:19])[C:15]([F:16])([F:17])[F:18])[C:11](=[O:20])[N:10]([CH2:21][C:22]3[CH:23]=[C:24]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=4[C:38]([F:41])([F:39])[F:40])[CH:25]=[CH:26][C:27]=3[C:28]([OH:30])=[O:29])[N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 86690942HCID 86690942, compound

Product 1

HCID 86690944HCID 86690944, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

195 mg (0.36 mmol) of the compound from Example 130 were dissolved in 3 ml of THF, and 0.4 ml a 1 N aqueous lithium hydroxide solution were added. The mixture was stirred at RT for 20 h. For work-up, the solvent was removed under reduced pressure, the residue was taken up in about 5 ml of water and 0.07 ml of 6 N hydrochloric acid was added. The mixture was stirred for 15 min, and the precipitated solid was then filtered off with suction and dried under high vacuum. This gave 146 mg (73% of theory) of the target compound.

Workup

  1. customFor work-up, the solvent was removed under reduced pressure
  2. addition0.07 ml of 6 N hydrochloric acid was added
  3. stirringThe mixture was stirred for 15 min
  4. filtrationthe precipitated solid was then filtered off with suction
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-ec0966861535410a9f5027507c3631a5
Source dataset
uspto-grants-2015_11
Patent number
US09187466B2

Reaction notes

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