Tetrahydrofuran → HCID 67957361, compound

HRID 1189650Notes

Reaction equation

HRID 1189650 reaction equation
[F:1][C:2]([F:29])([F:28])[CH2:3][NH:4][C:5](=[O:27])[C:6]1[CH:11]=[C:10]([N+:12]([O-])=O)[C:9]([NH:15][CH3:16])=[CH:8][C:7]=1[N:17]1[CH2:22][CH2:21][CH:20]([C:23]([OH:26])([CH3:25])[CH3:24])[CH2:19][CH2:18]1.C1COCC1>[Pd].CO>[F:29][C:2]([F:1])([F:28])[CH2:3][NH:4][C:5](=[O:27])[C:6]1[CH:11]=[C:10]([NH2:12])[C:9]([NH:15][CH3:16])=[CH:8][C:7]=1[N:17]1[CH2:22][CH2:21][CH:20]([C:23]([OH:26])([CH3:25])[CH3:24])[CH2:19][CH2:18]1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 67957698HCID 67957698, compound

Product 1

HCID 67957361HCID 67957361, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of N-(2,2,2-trifluoroethyl)-2-[4-(1-hydroxy-1-methyl-ethyl)-piperidinyl]-4-methylamino-5-nitro-benzoic acid amide (crude product from the reaction above), Pd/C (10 mg), THF (5 ml) and MeOH (5 ml) is stirred under 3 bar H2-atmosphere for 7 h. The mixture is filtered and the filtrate is concentrated and directly used in the next step.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-e03d8d4d53bd4bf3b8dd59edd497a724
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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