5-Amino-1-(4-fluorophenyl)-N-(3,3,3-trifluoro-2-hydroxy-2-{[(phenylmethyl)amino]methyl}propyl)-1H-pyrazole-4-carboxamide → 5-amino-N-[2-(aminomethyl)-3,3,3-trifluoro-2-hydroxypropyl]-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide

HRID 886700

반응식

HRID 886700 반응식
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)[N:5]=[CH:4][C:3]=1[C:14]([NH:16][CH2:17][C:18]([OH:32])([CH2:23][NH:24]CC1C=CC=CC=1)[C:19]([F:22])([F:21])[F:20])=[O:15]>C(O)C.[Pd]>[NH2:1][C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]([F:13])=[CH:11][CH:12]=2)[N:5]=[CH:4][C:3]=1[C:14]([NH:16][CH2:17][C:18]([CH2:23][NH2:24])([OH:32])[C:19]([F:22])([F:21])[F:20])=[O:15]

참가 물질

4

반응물 1

HCID 594874975-Amino-1-(4-fluorophenyl)-N-(3,3,3-trifluoro-2-hydroxy-2-{[(phenylmethyl)amino]methyl}propyl)-1H-pyrazole-4-carboxamide

생성물 1

HCID 594874945-amino-N-[2-(aminomethyl)-3,3,3-trifluoro-2-hydroxypropyl]-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide수율 89.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

5-amino-1-(4-fluorophenyl)-N-(3,3,3-trifluoro-2-hydroxy-2-{[(phenylmethyl)amino]methyl}propyl)-1H-pyrazole-4-carboxamide (20.47 g) was dissolved in ethanol (100 ml) and hydrogenated over 10% palladium on carbon (2 g). A small portion was filtered using celite to give an orange yellow solution and LC/MS analysis indicated complete reaction. Therefore the remainder of the suspension was then filtered and the orange yellow solution concentrated in vacuo to give a pale yellow solid. This was dried on the vacuum line overnight to give the title compound (14.64 g) as a white solid.

후처리

  1. filtrationA small portion was filtered
  2. customto give an orange yellow solution and LC/MS analysis
  3. customreaction
  4. filtrationTherefore the remainder of the suspension was then filtered
  5. concentrationthe orange yellow solution concentrated in vacuo
  6. customto give a pale yellow solid
  7. customThis was dried on the vacuum line overnight

출처 및 근거

ORD 기록
ord-7156466eb3734303aaefd568e298b614
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247377B2

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