Sodium Hydroxide → HCID 67217457, compound

HRID 1028451Notes

Reaction equation

HRID 1028451 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[C:7]([C:11]1[CH:12]=[C:13]([NH:23][C:24](=[O:46])[C:25]2[CH:30]=[CH:29][C:28]([CH3:31])=[C:27]([O:32][C:33]3[CH:38]=[CH:37][N:36]=[C:35]([CH2:39][N:40]4[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]4)[CH:34]=3)[CH:26]=2)[C:14]([O:21][CH3:22])=[C:15]([CH:20]=1)[C:16](OC)=[O:17])([CH3:10])([CH3:9])[CH3:8].[OH-].[Na+]>O1CCCC1.C(OCC)(=O)C>[C:7]([C:11]1[CH:20]=[C:15]([CH2:16][OH:17])[C:14]([O:21][CH3:22])=[C:13]([NH:23][C:24](=[O:46])[C:25]2[CH:30]=[CH:29][C:28]([CH3:31])=[C:27]([O:32][C:33]3[CH:38]=[CH:37][N:36]=[C:35]([CH2:39][N:40]4[CH2:41][CH2:42][NH:43][CH2:44][CH2:45]4)[CH:34]=3)[CH:26]=2)[CH:12]=1)([CH3:10])([CH3:8])[CH3:9]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 67491354HCID 67491354, compound

Product 1

HCID 67217457HCID 67217457, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

0.78 ml of a 1 M solution of LiAlH4 in tetrahydrofuran are added to a solution of 210 mg methyl 5-tert-butyl-2-methoxy-3-[4-methyl-3-(2-piperazin-1-ylmethyl-pyridin-4-yloxy)-benzoylamino]-benzoate in 4 ml tetrahydro-furan which has been cooled to 0° C. The solution is stirred for 2 h at 0° C. and then combined with 0.80 ml of an aqueous 2 N NaOH solution. The mixture is diluted with ethyl acetate and filtered through Celite. The filtrate is dried on MgSO4 and evaporated to dryness.

Workup

  1. filtrationfiltered through Celite
  2. customThe filtrate is dried on MgSO4
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-207d2ce603144043b2c27115e640145c
Source dataset
uspto-grants-2014_05
Patent number
US08735579B2

Reaction notes

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