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

HRID 74158

反応式

HRID 74158 の反応式
[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]

参加物

5

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b340ee561d764d2ea478af19f7930b3d
出典データセット
uspto-grants-2014_09
特許番号
US08829035B2

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