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Ammonium formate → N'-[5-(4-hydroxyphenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]-N,N-dimethylurea

HRID 351228
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인쇄 미리보기

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HRID 351228 반응식
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:19]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=3)[N:18]=[C:17]([NH:28][C:29](=[O:33])[N:30]([CH3:32])[CH3:31])[CH:16]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CCO.C1COCC1.O.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[N:19]([C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=3)[N:18]=[C:17]([NH:28][C:29](=[O:33])[N:30]([CH3:32])[CH3:31])[CH:16]=2)=[CH:13][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 2

HCID 2723923Ammonium formateHCID 21091147N'-[5-[4-(benzyloxy)phenyl]-1-(4-methoxy-phenyl)-1H-pyrazol-3-yl]-N,N-dimethylurea

생성물 1

HCID 135737387N'-[5-(4-hydroxyphenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]-N,N-dimethylurea수율 58.6%

시약·촉매·용매 4

HCID 702Ethanol용매HCID 962Water용매
HCID 8028
Tetrahydrofuran
용매
HCID 23938Palladium용매

실험 절차

To a solution of N′-[5-[4-(benzyloxy)phenyl]-1-(4-methoxy-phenyl)-1H-pyrazol-3-yl]-N,N-dimethylurea (1.19 g) in EtOH (10 ml) and THF (10 ml) were added a solution of ammonium formate (509 mg) in H2O (2 ml) and 10% Pd-C 50% wet (150 mg). The mixture was refluxed for 1 hour. The catalyst was filtered off through a celite pad and the pad was washed with EtOH. The filtrate and combined washings were concentrated in vacuo. To the residue were added AcOEt and H2O. White precipitates were appeared and collected and washed with H2O and IPE successively to give N′-[5-(4-hydroxyphenyl)-1-(4-methoxyphenyl)-1H-pyrazol-3-yl]-N,N-dimethylurea (555 mg) as a white powder.

후처리

  1. temperatureThe mixture was refluxed for 1 hour
  2. filtrationThe catalyst was filtered off through a celite pad
  3. washthe pad was washed with EtOH
  4. concentrationwere concentrated in vacuo
  5. additionTo the residue were added AcOEt and H2O
  6. customWhite precipitates
  7. customcollected
  8. washwashed with H2O and IPE successively

출처 및 근거

ORD 기록
ord-45fd2b08cd8c443a83219e1351c0986b
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07183306B2

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