4-((Tetrahydropyran-4-yl)amino)-3-nitrobenzoic acid → 3-Amino-4-((tetrahydropyran-4-yl)amino)benzoic acid

HRID 74158

반응식

HRID 74158 반응식
[O:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]=2[N+:17]([O-])=O)[CH2:3][CH2:2]1>C1COCC1.CO.[Pd]>[NH2:17][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:8]=1[NH:7][CH:4]1[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1)[C:12]([OH:14])=[O:13]

참가 물질

5

반응물 1

HCID 436103324-((Tetrahydropyran-4-yl)amino)-3-nitrobenzoic acid

생성물 1

HCID 548880483-Amino-4-((tetrahydropyran-4-yl)amino)benzoic acid수율 100.2%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

4-((Tetrahydropyran-4-yl)amino)-3-nitrobenzoic acid (see Working Example 4-1) (202 g, 0.76 mol) was dissolved in a solvent mixture of THF (2.2 L) and methanol (1.5 L), Pd/C (5%, wet, 20 g) was added, and hydrogenation was carried out under 5 atm. Hydrogen absorption stopped at 3 h, and after the system was purged with argon the catalyst was removed by filtration, and the filtrate was concentrated at reduced pressure to yield the title compound (180 g, quant.) as a dark gray solid.

후처리

  1. additionwas added
  2. customHydrogen absorption
  3. customafter the system was purged with argon the catalyst
  4. customwas removed by filtration
  5. concentrationthe filtrate was concentrated at reduced pressure

출처 및 근거

ORD 기록
ord-b340ee561d764d2ea478af19f7930b3d
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829035B2

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