Lithium hydroxide, monohydrate → HCID 58421669, compound

HRID 406067Notes

Reaction equation

HRID 406067 reaction equation
O.[OH-].[Li+].[O:4]1[C:8]2([CH2:13][CH2:12][CH:11]([O:14][C:15]3[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=3[NH:22][C:23]3[C:24]4[C:31]([CH3:32])=[C:30]([C:33]([O:35]C)=[O:34])[S:29][C:25]=4[N:26]=[CH:27][N:28]=3)[CH2:10][CH2:9]2)[O:7][CH2:6][CH2:5]1>C1COCC1.O>[O:4]1[C:8]2([CH2:13][CH2:12][CH:11]([O:14][C:15]3[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=3[NH:22][C:23]3[C:24]4[C:31]([CH3:32])=[C:30]([C:33]([OH:35])=[O:34])[S:29][C:25]=4[N:26]=[CH:27][N:28]=3)[CH2:10][CH2:9]2)[O:7][CH2:6][CH2:5]1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 58421628HCID 58421628, compound

Product 1

HCID 58421669HCID 58421669, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

1.065 g lithium hydroxide monohydrate was added to 2.003 g methyl 4-(2-(1,4-dioxaspiro[4.5]decan-8-yloxy)-4-fluorophenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (cpd.19.1) in 100 ml THF and 60 ml water. After stirring at rt overnight the reaction mixture was quenched by 2 M aq. HCl and concentrated in vacuo. The resulting aq. layer was filtered. The filtercake was dried and triturated with MeOH:Et2O 20:1 to give the desired compound.

Workup

  1. customwas quenched by 2 M aq. HCl
  2. concentrationconcentrated in vacuo
  3. filtrationThe resulting aq. layer was filtered
  4. customThe filtercake was dried
  5. customtriturated with MeOH:Et2O 20:1

Sources & evidence

ORD record
ord-7b8eb1b7c37744fcaec60816742e6d4c
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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