Triethylamine → HCID 66875916、化合物

HRID 1918163ノート

反応式

HRID 1918163 の反応式
[CH:1]1([C:4]2[CH:8]=[C:7]([NH2:9])[N:6]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[N:5]=2)[CH2:3][CH2:2]1.C(N(CC)CC)C.Cl[C:24]([O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:25]>C1CCCCC1>[CH:1]1([C:4]2[CH:8]=[C:7]([NH:9][C:24](=[O:25])[O:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[N:6]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[N:5]=2)[CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 27580103-Cyclopropyl-1-phenyl-1H-pyrazol-5-amine

生成物 1

HCID 66875916HCID 66875916、化合物収率 63%

試薬・触媒・溶媒 1

HCID 8078Cyclohexane溶媒

実験手順

To a stirred solution of 3-cyclopropyl-1-phenyl-1H-pyrazol-5-amine (1.00 g, 5.03 mmol) and triethylamine (0.66 g, 6.53 mmol) at rt, was added phenyl chloroformate (0.94 g, 6.01 mmol). The reaction mixture was stirred at rt for 15 h. The reaction mixture was partitioned between a mixture of dichloromethane (20 mL) and water (20 mL) and the organic layer was washed thrice with water, dried over sodium sulfate, filtered and concentrated under reduced pressure to give yellow oil. Trituration with cyclohexane afforded phenyl 3-cyclopropyl-1-phenyl-1H-pyrazol-5-ylcarbamate (1.01 g, 63%) as a colorless solid. 1H NMR (400 MHz, DMSO-d6) δ 10.05 (s, 1H), 6.71-7.55 (m, 10H), 6.18 (s, 1H), 1.92 (m, 1H), 0.91 (m, 2H), 0.73 (m, 2H).

後処理

  1. customThe reaction mixture was partitioned between a mixture of dichloromethane (20 mL) and water (20 mL)
  2. washthe organic layer was washed thrice with water
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customto give yellow oil

出典と根拠

ORDレコード
ord-97ea149a5ed34ed6a2a83304d2d8e805
出典データセット
uspto-grants-2013_12
特許番号
US08618289B2

反応ノート

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