3-Fluorophenyl isocyanate → HCID 68654593、化合物

HRID 1626279ノート

反応式

HRID 1626279 の反応式
[NH2:1][C:2]1[C:3]2[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:12]([CH3:23])([CH3:22])[C:4]=2[N:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=1.[F:24][C:25]1[CH:26]=[C:27]([N:31]=[C:32]=[O:33])[CH:28]=[CH:29][CH:30]=1>C1COCC1>[F:24][C:25]1[CH:26]=[C:27]([NH:31][C:32]([NH:1][C:2]2[C:3]3[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:12]([CH3:22])([CH3:23])[C:4]=3[N:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=2)=[O:33])[CH:28]=[CH:29][CH:30]=1

参加物

4

反応物 2

HCID 1230643-Fluorophenyl isocyanateHCID 573530855-tert-butyl 1-ethyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate

生成物 1

HCID 68654593HCID 68654593、化合物収率 71.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

5-tert-Butyl 1-ethyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate (3.0 g, 9.24 mmol) was dissolved in anhydrous THF (50 ml), treated at room temperature with 3-fluorophenyl-isocyanate (1.4 g, 10.21 mmol, 1.1 eq) and stirred overnight. The following day the reaction mixture was evaporated, taken up with DCM and washed with brine. The organic phase was dried over sodium sulfate and evaporated to dryness. Purification by flash chromatography (CH2Cl2/MeOH 90/10) afforded 3.05 g (yield 71%) of the title compound.

後処理

  1. customThe following day the reaction mixture was evaporated
  2. washwashed with brine
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. customevaporated to dryness
  5. customPurification by flash chromatography (CH2Cl2/MeOH 90/10)

出典と根拠

ORDレコード
ord-dc5abc27f8884314995d1ba4b0f20d24
出典データセット
uspto-grants-2014_07
特許番号
US08785448B2

反応ノート

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