Triphenylphosphine → HCID 16113323、化合物

HRID 2240927ノート

反応式

HRID 2240927 の反応式
[NH2:1][C:2]1[N:3]([CH3:25])[C:4](=[O:24])[C:5]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH:21]([F:23])[F:22])=[CH:16][CH:15]=2)([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([OH:13])[CH:8]=2)[N:6]=1.[CH2:26](O)[CH2:27][CH:28]=[CH2:29].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CCOC(/N=N/C(OCC)=O)=O>C1COCC1>[NH2:1][C:2]1[N:3]([CH3:25])[C:4](=[O:24])[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH2:29][CH2:28][CH:27]=[CH2:26])[CH:8]=2)([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH:21]([F:22])[F:23])=[CH:16][CH:15]=2)[N:6]=1

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 693893-Buten-1-olHCID 5462977Diethyl azodicarboxylateHCID 16112965HCID 16112965、化合物

生成物 1

HCID 16113323HCID 16113323、化合物収率 73%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
60 °C

実験手順

To a solution of 2-amino-4-(4-(difluoromethoxy)phenyl)-4-(3-hydroxyphenyl)-1-methyl-1H-imidazol-5(4H)-one (0.070 g, 0.20 mmol), but-3-en-1-ol (0.023 g, 0.32 mmol), and PS—PPh3 (0.145 g, 0.32 mmol, 2.2 mmol/g) in THF (2 mL) is added diethylazodicarboxylate (0.058 g, 0.38 mmol) in THF (0.5 mL) dropwise. The mixture is stirred at 60° C. for 4 h. The solution is cooled to RT and the PPh3 is filtered and washed with CH2Cl2 and MeOH. The solvent is removed, the remaining material is absorbed onto Celite and purified by Flash Chromatography (15:1 CH2CL2:MeOH) to yield 2-amino-4-(3-(but-3-enyloxy)phenyl)-4-(4-(difluoromethoxy)phenyl)-1-methyl-1H-imidazol-5(4H)-one (0.051 g, 73%) as an off white foam.

後処理

  1. temperatureThe solution is cooled to RT
  2. filtrationthe PPh3 is filtered
  3. washwashed with CH2Cl2 and MeOH
  4. customThe solvent is removed
  5. customthe remaining material is absorbed onto Celite
  6. custompurified by Flash Chromatography (15:1 CH2CL2:MeOH)

出典と根拠

ORDレコード
ord-92fd30dfb8624832be34a8346acd06c0
出典データセット
uspto-grants-2010_05
特許番号
US07723368B2

反応ノート

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