Aluminium lithium hydride → HCID 57799698, compound

HRID 2101112Notes

Reaction equation

HRID 2101112 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].C([O:10][C:11]([C:13]1[C:22]2[C:17](=[CH:18][C:19]([O:23][CH3:24])=[CH:20][CH:21]=2)[CH:16]=[C:15]([NH:25][C:26]2[CH:30]=[C:29]([CH3:31])[NH:28][N:27]=2)[N:14]=1)=O)(C)C>C1COCC1>[CH3:24][O:23][C:19]1[CH:18]=[C:17]2[C:22](=[CH:21][CH:20]=1)[C:13]([CH2:11][OH:10])=[N:14][C:15]([NH:25][C:26]1[CH:30]=[C:29]([CH3:31])[NH:28][N:27]=1)=[CH:16]2

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 57799652HCID 57799652, compound

Product 1

HCID 57799698HCID 57799698, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

LiAlH4 (0.67 g) was added in portions to a solution of 6-Methoxy-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinoline-1-carboxylic acid isopropyl ester (1.5 g) in 50 mL THF at 0° C. The mixture was stirred at r.t. overnight. Ice-water was added carefully to the mixture until no gas produced. The pH of the solution was adjusted to 7˜8, and then extracted with ethyl acetate three times. The organic layer was washed with saturated NaCl(aq), dried over NaSO4, and concentrated to give the crude product for the next step reaction without further purification.

Workup

  1. customproduced
  2. extractionextracted with ethyl acetate three times
  3. washThe organic layer was washed with saturated NaCl(aq)
  4. dry with materialdried over NaSO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-11de51ecb3b74a42ab8cfe6cf8e0bb04
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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