1,1'-(Azodicarbonyl)dipiperidine → HCID 90052119、化合物

HRID 2284706

反応式

HRID 2284706 の反応式
[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([NH:15][CH2:16][CH2:17][CH3:18])[C:12]([CH2:19]O)=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1.[N+:21]([C:24]1[CH:25]=[C:26]([SH:30])[CH:27]=[CH:28][CH:29]=1)([O-:23])=[O:22].N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O>O1CCCC1.C(P(CCCC)CCCC)CCC>[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([NH:15][CH2:16][CH2:17][CH3:18])[C:12]([CH2:19][S:30][C:26]3[CH:27]=[CH:28][CH:29]=[C:24]([N+:21]([O-:23])=[O:22])[CH:25]=3)=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 730421,1'-(Azodicarbonyl)dipiperidine2 回HCID 2435763-Nitrobenzene-1-thiolHCID 90052116HCID 90052116、化合物

生成物 1

HCID 90052119HCID 90052119、化合物収率 63.5%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 13831Tributylphosphine溶媒2 回

実験手順

To a solution of (2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)methanol (E13, 20 mg) and 3-nitrothiophenol (17 mg) in tetrahydrofuran (1 mL), tributylphosphine (36 μL) and 1,1′-(azodicarbonyl)dipiperidine (28 mg) were added under ice cooling, and the mixture was stirred at room temperature for 6 hours and 30 minutes. To the reaction mixture, tributylphosphine (36 μL) and 1,1′-(azodicarbonyl)dipiperidine (28 mg) were added at room temperature, and the mixture was stirred at the same temperature for 8 hours and 30 minutes. The solvent was evaporated under reduced pressure, and then the obtained residue was purified by basic silica gel column chromatography (eluent, 88 to 40% hexane in ethyl acetate) to obtain N2-(3-fluorophenyl)-5-(((3-nitrophenyl)thio)methyl)-N4-propylpyrimidine-2,4-diamine (E19, 19 mg) as yellow solid.

後処理

  1. stirringthe mixture was stirred at the same temperature for 8 hours and 30 minutes
  2. customThe solvent was evaporated under reduced pressure
  3. customthe obtained residue was purified by basic silica gel column chromatography (eluent, 88 to 40% hexane in ethyl acetate)

出典と根拠

ORDレコード
ord-20c14a64133e4d859015f1104817bb2c
出典データセット
uspto-grants-2015_09
特許番号
US09145415B2

関連ノート

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