Sodium Sulfate → HCID 86721279, compound

HRID 1750437Notes

Reaction equation

HRID 1750437 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]([N:11]1[C:15]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=[C:14]([C:24]2[S:25][CH:26]=[C:27]([C:29](OCC)=[O:30])[N:28]=2)[CH:13]=[N:12]1)([CH3:10])([CH3:9])[CH3:8].[O-]S([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[C:7]([N:11]1[C:15]([C:16]2[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)=[C:14]([C:24]2[S:25][CH:26]=[C:27]([CH2:29][OH:30])[N:28]=2)[CH:13]=[N:12]1)([CH3:9])([CH3:10])[CH3:8]

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 86721278HCID 86721278, compound

Product 1

HCID 86721279HCID 86721279, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

To a suspension of lithium aluminum hydride (39.4 mg, 1.04 mmol) in THF (2.0 mL) was added a solution of the compound (200 mg, 0.52 mmol) obtained in step 1 in THF (2.0 mL) at 0° C., and the mixture was stirred at 0° C. for 2 hr. To the reaction mixture was added Na2SO4 10H2O (excess amount), and the mixture was stirred at room temperature for 30 min. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to give crude (2-(1-(tert-butyl)-5-(4-methoxyphenyl)-1H-pyrazol-4-yl)thiazol-4-yl)methanol as a white solid, which was used for the next step without purification.

Workup

  1. stirringthe mixture was stirred at room temperature for 30 min
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e035c5a90ddd482e82ebf0d0b0b57560
Source dataset
uspto-grants-2015_10
Patent number
US09156837B2

Reaction notes

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