N-(1-benzylpiperidin-4-yl)-2-(2-nitrophenyl)acetamide → HCID 24815128, compound

HRID 1452709Notes

Reaction equation

HRID 1452709 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:11]([NH:13][CH:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:16][CH2:15]1)=[O:12])([O-])=O>CC1CCCO1.[Pt](=O)=O>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:11]([NH:13][CH:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:16][CH2:15]1)=[O:12]

Participants

4

Reactant 1

HCID 2225138N-(1-benzylpiperidin-4-yl)-2-(2-nitrophenyl)acetamide

Product 1

HCID 24815128HCID 24815128, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 73012-MethyltetrahydrofuranSolvent

Procedure

20.00 g (56.59 mmol, 1.0 eq) 2-nitro-N-[1-(phenylmethyl)-4-piperidinyl]-phenylacetamide from Example 1 are placed in 280 mL 2-methyltetrahydrofuran. The solution is hydrogenated in the presence of 2.00 g platinum dioxide at 20° C. The catalyst is filtered off and washed with 20 ml of 2-methyltetrahydrofuran. The product is not isolated, but used as a solution in the next step.

Workup

  1. filtrationThe catalyst is filtered off
  2. washwashed with 20 ml of 2-methyltetrahydrofuran
  3. customThe product is not isolated

Sources & evidence

ORD record
ord-24d95904e0a04e7198202bd54b42444c
Source dataset
uspto-grants-2009_01
Patent number
US07473778B2

Reaction notes

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