Sodium Sulfate → HCID 57936185, compound

HRID 1435003Notes

Reaction equation

HRID 1435003 reaction equation
[CH3:1][C:2]1([CH3:28])[CH2:7][CH:6]([NH:8][C:9]2[N:14]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][C:23](O)=[O:24])=[CH:17][CH:16]=3)[CH:12]=[CH:11][N:10]=2)[CH2:5][C:4]([CH3:27])([CH3:26])[NH:3]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH3:26][C:4]1([CH3:27])[CH2:5][CH:6]([NH:8][C:9]2[N:14]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][OH:24])=[CH:17][CH:16]=3)[CH:12]=[CH:11][N:10]=2)[CH2:7][C:2]([CH3:28])([CH3:1])[NH:3]1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 579362343-{4-[2-(2,2,6,6-Tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-phenyl}-propionic acid

Product 1

HCID 57936185HCID 57936185, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of 3-{4-[2-(2,2,6,6-tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-phenyl}-propionic acid (50 mg, 0.13 mmol) (Step A of Example 185) in 1 ml THF was added LAH (1M in THF, 393 μl, 0.393 mmol). The mixture was stirred at 60° C. for 1 hour. A saturated solution of sodium sulfate was added and the aqueous phase was extracted with EtOAc. The crude product was purified using preparative HPLC. Yield: 19 mg (39%).

Workup

  1. extractionthe aqueous phase was extracted with EtOAc
  2. customThe crude product was purified

Sources & evidence

ORD record
ord-f396cf7e64194a3ab8d45b7a6fe14368
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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