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

HRID 351228
ノート
印刷プレビュー

反応式

HRID 351228 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 702Ethanol溶媒HCID 962Water溶媒
HCID 8028
Tetrahydrofuran
溶媒
HCID 23938Palladium溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-45fd2b08cd8c443a83219e1351c0986b
出典データセット
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07183306B2

反応ノート

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