Methanol → (1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amine

HRID 323181

Reaction equation

HRID 323181 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[NH:15][CH:16]1[CH2:21][CH2:20][N:19](CC2C=CC=CC=2)[CH2:18][CH2:17]1)[CH3:2].CO>O.[Pd].C(N(CC)CC)C.CO>[CH2:1]([O:3][CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[NH:15][CH:16]1[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]1)[CH3:2]

Participants

5

Reactant 2

HCID 887MethanolHCID 13808349(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)(1-benzylpiperidin-4-yl)amine

Product 1

HCID 13808350(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amine

Reagents, catalysts & solvents 2

HCID 23219155Palladium hydrateCatalystHCID 22728368Triethylamine methanolSolvent

Procedure

Combine (1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)(1-benzylpiperidin-4-yl)amine (0.51 g, 1.35 mmol), 20% palladium hydroxide-on-carbon, and methanol (40 mL). Hydrogenate in a Parr apparatus at an initial pressure of 40 psi. After 24 hours, filter through celite, rinse with methanol, and evaporate in vacuo to obtain a residue. Chromatograph the residue on silica gel eluting with 4% triethylamine/methanol to give the title compound: Rf=0.28 (2% triethylamine/methanol.

Workup

  1. filtrationfilter through celite
  2. washrinse with methanol
  3. customevaporate in vacuo
  4. customto obtain a residue

Sources & evidence

ORD record
ord-43ddb64bf073452cbda6993d69b3f918
Source dataset
uspto-grants-2001_04
Patent number
US06211199B1

Linked notes

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