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Potassium Hydroxide → (5-((Diphenylmethylene)amino)pyridin-3-yl)(7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanol

HRID 82236
ノート
印刷プレビュー

反応式

HRID 82236 の反応式
[N:1]1[C:6]2[NH:7][CH:8]=[CH:9][C:5]=2[CH:4]=[N:3][CH:2]=1.[C:10]1([C:16](=[N:23][C:24]2[CH:25]=[N:26][CH:27]=[C:28]([CH:31]=2)[CH:29]=[O:30])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[OH-].[K+].[Cl-].[NH4+]>CO>[C:10]1([C:16](=[N:23][C:24]2[CH:31]=[C:28]([CH:29]([C:9]3[C:5]4[CH:4]=[N:3][CH:2]=[N:1][C:6]=4[NH:7][CH:8]=3)[OH:30])[CH:27]=[N:26][CH:25]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 14797Potassium HydroxideHCID 25517Ammonium ChlorideHCID 2615917H-Pyrrolo(2,3-d)pyrimidineHCID 866721015-((Diphenylmethylene)amino)nicotinaldehyde

生成物 1

HCID 86672110(5-((Diphenylmethylene)amino)pyridin-3-yl)(7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanol収率 62%

試薬・触媒・溶媒 1

HCID 887
Methanol
溶媒

実験手順

A mixture of 7H-pyrrolo[2,3-d]pyrimidine (Preparation 202, 953 mg, 8.0 mmol), 5-[(diphenylmethylene)amino]nicotinaldehyde (Preparation 106, 3340 mg, 11.7 mmol) and KOH (1350 mg, 24 mmol) in MeOH (16 mL) was stirred for 16 hours at room temperature. The reaction was neutralized with saturated aqueous ammonium chloride solution and the mixture was extracted with EtOAc (3×200 mL). The combined organic layers were dried over sodium sulfate and concentrated in vacuo to obtain a crude residue. The crude material was purified by column chromatography on silica gel (EtOAc:MeOH=100:0 to 80:20,) to give the desired compound as a solid in 62% yield, 2003 mg.

後処理

  1. extractionthe mixture was extracted with EtOAc (3×200 mL)
  2. dry with materialThe combined organic layers were dried over sodium sulfate
  3. concentrationconcentrated in vacuo
  4. customto obtain a crude residue
  5. customThe crude material was purified by column chromatography on silica gel (EtOAc:MeOH=100:0 to 80:20,)

出典と根拠

ORDレコード
ord-c70979a564954ea4a279e7475fa73bef
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08846698B2

反応ノート

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