4-(4-Methylamino-3-nitro-phenoxy)-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide → 4-(3-Amino-4-methylamino-phenoxy)-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide

HRID 2070313

반응식

HRID 2070313 반응식
[OH:1][CH2:2][CH2:3][NH:4][C:5]([C:7]1[CH:12]=[C:11]([O:13][C:14]2[CH:19]=[CH:18][C:17]([NH:20][CH3:21])=[C:16]([N+:22]([O-])=O)[CH:15]=2)[CH:10]=[CH:9][N:8]=1)=[O:6]>[Pd].CO>[OH:1][CH2:2][CH2:3][NH:4][C:5]([C:7]1[CH:12]=[C:11]([O:13][C:14]2[CH:19]=[CH:18][C:17]([NH:20][CH3:21])=[C:16]([NH2:22])[CH:15]=2)[CH:10]=[CH:9][N:8]=1)=[O:6]

참가 물질

4

반응물 1

HCID 210373304-(4-Methylamino-3-nitro-phenoxy)-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide

생성물 1

HCID 210372884-(3-Amino-4-methylamino-phenoxy)-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A solution of 4-(4-methylamino-3-nitro-phenoxy)-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide (1 eq) and 10% palladium on carbon (0.1 eq) in methanol was stirred at room temperature and flushed with nitrogen. Hydrogen was flushed through the reaction for 1-2 hours or until the reaction was determined to be complete by HPLC. Nitrogen was flushed through the reaction for 15 minutes before the reaction was filtered through a celite pad. The celite pad was washed with excess methanol before it was all removed by evaporation under reduced pressure to afford the product as a light yellow solid. LCMS m/z 303.2 (MH+), tR=1.5 min.

후처리

  1. customflushed with nitrogen
  2. customHydrogen was flushed through the reaction for 1-2 hours or until the reaction
  3. customNitrogen was flushed through the reaction for 15 minutes before the reaction
  4. filtrationwas filtered through a celite pad
  5. washThe celite pad was washed with excess methanol before it
  6. customall removed by evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-a12b36bfb55e4c5faaa99547c976eee3
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299108B2

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