Sodium Hydroxide → HCID 67217457, compound

HRID 1844619Notes

Reaction equation

HRID 1844619 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-b6a67316ed134fa59e3d4e86de579084
Source dataset
uspto-grants-2015_02
Patent number
US08946438B2

Reaction notes

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