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Triphenylphosphine → Tert-butyl 4-(2-(ethylthio)quinazolin-7-yloxy)piperidine-1-carboxylate

HRID 2079668
ノート
印刷プレビュー

反応式

HRID 2079668 の反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:20]([O:24][C:25]([N:27]1[CH2:32][CH2:31][CH:30]([OH:33])[CH2:29][CH2:28]1)=[O:26])([CH3:23])([CH3:22])[CH3:21].[CH2:34]([S:36][C:37]1[N:46]=[CH:45][C:44]2[C:39](=[CH:40][C:41](O)=[CH:42][CH:43]=2)[N:38]=1)[CH3:35]>C1COCC1>[CH2:34]([S:36][C:37]1[N:46]=[CH:45][C:44]2[C:39](=[CH:40][C:41]([O:33][CH:30]3[CH2:31][CH2:32][N:27]([C:25]([O:24][C:20]([CH3:23])([CH3:21])[CH3:22])=[O:26])[CH2:28][CH2:29]3)=[CH:42][CH:43]=2)[N:38]=1)[CH3:35]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11776TriphenylphosphineHCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 1360299282-(Ethylthio)quinazolin-7-ol

生成物 1

HCID 67101955Tert-butyl 4-(2-(ethylthio)quinazolin-7-yloxy)piperidine-1-carboxylate収率 90%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of triphenylphosphine (2 eq) in THF was added di-terbutylazodicarboxylate (2 eq). The mixture was stirred 15 minutes at ambient temperature under nitrogen atmosphere. To that was added tert-butyl-4-hydroxypiperidine-1-carboxylate (5 eq). The mixture was stirred 15 minutes at ambient temperature followed by addition of 2-(ethylthio) quinazolin-7-ol (1 eq). The mixture was stirred overnight at ambient temperature. The reaction mixture was concentrated and purified by flash column chromatography (10% EtOAc/Hexane) to provide product as a white solid in 90% yield. ES/MS m/z 390.1 (MH+).

後処理

  1. stirringThe mixture was stirred 15 minutes at ambient temperature
  2. stirringThe mixture was stirred overnight at ambient temperature
  3. concentrationThe reaction mixture was concentrated
  4. custompurified by flash column chromatography (10% EtOAc/Hexane)
  5. customto provide product as a white solid in 90% yield

出典と根拠

ORDレコード
ord-ce4eee9a0cee4e84bfbff6469135e045
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07932262B2

反応ノート

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