N-(3-fluoro-5-methyl-2-nitrophenyl)-1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine → (2-amino-3-fluoro-5-methylphenyl)[1-(tetrahydro-2H-pyran-4-yl)-4-piperidinyl]amine

HRID 2061505노트

반응식

HRID 2061505 반응식
[F:1][C:2]1[C:3]([N+:22]([O-])=O)=[C:4]([NH:9][CH:10]2[CH2:15][CH2:14][N:13]([CH:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[CH2:12][CH2:11]2)[CH:5]=[C:6]([CH3:8])[CH:7]=1>[Pd].C(OCC)(=O)C>[NH2:22][C:3]1[C:2]([F:1])=[CH:7][C:6]([CH3:8])=[CH:5][C:4]=1[NH:9][CH:10]1[CH2:15][CH2:14][N:13]([CH:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[CH2:12][CH2:11]1

참가 물질

4

반응물 1

HCID 59683262N-(3-fluoro-5-methyl-2-nitrophenyl)-1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine

생성물 1

HCID 59683272(2-amino-3-fluoro-5-methylphenyl)[1-(tetrahydro-2H-pyran-4-yl)-4-piperidinyl]amine수율 69.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

반응 조건

온도
30 °C

실험 절차

A mixture of N-(3-fluoro-5-methyl-2-nitrophenyl)-1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine (10 g), ethyl acetate (200 ml) and 10% Pd/C (1 g), was stirred at about 30° C. under hydrogen pressure for 9 hours. The catalyst was filtered and the filtrate concentrated. The residue was stirred with ethyl acetate (20 ml) and hexane (40 ml) for 1 hour at room temperature then filtered and the solid dried at 50° C. to give the title compound as a solid (6.3 g).

후처리

  1. filtrationThe catalyst was filtered
  2. concentrationthe filtrate concentrated
  3. stirringThe residue was stirred with ethyl acetate (20 ml) and hexane (40 ml) for 1 hour at room temperature
  4. filtrationthen filtered
  5. customthe solid dried at 50° C.

출처 및 근거

ORD 기록
ord-28dd97b9eb3443f3b9eda50b81cdf66b
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08283364B2

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