Lithium hydroxide, monohydrate → HCID 53629661, compound

HRID 1989979Notes

Reaction equation

HRID 1989979 reaction equation
O.[OH-].[Li+].[OH:4][C@H:5]([CH3:35])[C@H:6]([O:8][C:9]1[CH:10]=[C:11]([O:24][C:25]2[N:26]=[CH:27][C:28]([C:31]([O:33]C)=[O:32])=[N:29][CH:30]=2)[CH:12]=[C:13]([C:15]([NH:17][C:18]2[CH:22]=[CH:21][N:20]([CH3:23])[N:19]=2)=[O:16])[CH:14]=1)[CH3:7].O[C@@H](C)[C@@H](OC1C=C(OC2N=CC(C(OC)=O)=NC=2)C=C(C(NC2C=CN(C)N=2)=O)C=1)C>O.C1COCC1>[OH:4][C@@H:5]([CH3:35])[C@@H:6]([O:8][C:9]1[CH:10]=[C:11]([O:24][C:25]2[N:26]=[CH:27][C:28]([C:31]([OH:33])=[O:32])=[N:29][CH:30]=2)[CH:12]=[C:13]([C:15]([NH:17][C:18]2[CH:22]=[CH:21][N:20]([CH3:23])[N:19]=2)=[O:16])[CH:14]=1)[CH3:7]

Participants

6

Reactant 3

HCID 168937Lithium hydroxide, monohydrateHCID 59127131HCID 59127131, compoundHCID 67027426HCID 67027426, compound

Product 1

HCID 53629661HCID 53629661, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Lithium hydroxide monohydrate (38 mg, 0.88 mmol) in water (3 mL) was added to methyl 5-[(3-{[(1R,2R)-2-hydroxy-1-methylpropyl]oxy}-5-{[(1-methyl-1H-pyrazol-3-yl)amino]carbonyl}phenyl)oxy]pyrazine-2-carboxylate and methyl 5-[(3-{[(1S,2S)-2-hydroxy-1-methylpropyl]oxy}-5-{[(1-methyl-1H-pyrazol-3-yl)amino]carbonyl}phenyl)oxy]pyrazine-2-carboxylate (1:1) (0.26 g, 0.59 mmol) in THF (6 mL) and the mixture stirred at RT for 72 hours. The THF was removed in vacuo and the aqueous residue adjusted to pH3 with citric acid, then extracted into ethyl acetate, washed with water (30 mL), brine (30 mL), dried (MgSO4), filtered and the solvent removed in vacuo to give the desired compound as a white solid (0.16 g).

Workup

  1. customThe THF was removed in vacuo
  2. extractionextracted into ethyl acetate
  3. washwashed with water (30 mL), brine (30 mL)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-10df2365890748bdbc8c231a56220594
Source dataset
uspto-grants-2010_01
Patent number
US07642263B2

Reaction notes

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