HCID 69003268, compound → N-[4-(3-Amino-4-methylamino-phenoxy)-pyridin-2-yl]-2-(2-hydroxymethyl-pyrrolidin-1-yl)-acetamide

HRID 1963732Notes

Reaction equation

HRID 1963732 reaction equation
[OH:1][CH2:2][CH:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH2:8][C:9]([NH:11][C:12]1[CH:17]=[C:16]([O:18][C:19]2[CH:24]=[CH:23][C:22]([NH:25][CH3:26])=[C:21]([N+:27]([O-])=O)[CH:20]=2)[CH:15]=[CH:14][N:13]=1)=[O:10]>CO.[Pd]>[NH2:27][C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][C:22]=1[NH:25][CH3:26])[O:18][C:16]1[CH:15]=[CH:14][N:13]=[C:12]([NH:11][C:9](=[O:10])[CH2:8][N:4]2[CH2:5][CH2:6][CH2:7][CH:3]2[CH2:2][OH:1])[CH:17]=1

Participants

4

Reactant 1

HCID 69003268HCID 69003268, compound

Product 1

HCID 69008962N-[4-(3-Amino-4-methylamino-phenoxy)-pyridin-2-yl]-2-(2-hydroxymethyl-pyrrolidin-1-yl)-acetamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-(2-Hydroxymethyl-pyrrolidin-1-yl)-N-[4-(4-methylamino-3-nitro-phenoxy)-pyridin-2-yl]-acetamide was hydrogenated in methanol in the presence of Pd C for 4 hours. The catalyst was removed via filtration through Celite and filtrate was concentrated to give N-[4-(3-Amino-4-methylamino-phenoxy)-pyridin-2-yl]-2-(2-hydroxymethyl-pyrrolidin-1-yl)-acetamide. MS: MH+=372.4.

Workup

  1. customThe catalyst was removed via filtration through Celite and filtrate
  2. concentrationwas concentrated

Sources & evidence

ORD record
ord-b17dfceed05a4588918be690fe79d9fc
Source dataset
uspto-grants-2013_04
Patent number
US08415382B2

Reaction notes

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