Bromine → 4-bromo-1-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile

HRID 549240ノート

反応式

HRID 549240 の反応式
C([O-])(=O)C.[K+].[Br:6]Br.[CH2:8]([N:11]1[C:15]([CH2:16][CH:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)=[CH:14][C:13]([C:23]#[N:24])=[N:12]1)[CH2:9][CH3:10].S([O-])(O)=O.[Na+]>C(O)(=O)C>[Br:6][C:14]1[C:13]([C:23]#[N:24])=[N:12][N:11]([CH2:8][CH2:9][CH3:10])[C:15]=1[CH2:16][CH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1

参加物

6

反応物 4

HCID 24408BromineHCID 517044Potassium AcetateHCID 23665763Sodium BisulfiteHCID 671577501-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile

生成物 1

HCID 671583524-bromo-1-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile収率 98.3%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Potassium acetate (3.93 g, 40.0 mmol) and bromine (3.58 g, 22.4 mmol) were sequentially added to a solution of 1-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile (3.98 g, 16 mmol) in acetic acid (32 mL). The reaction was stirred for 40 hours at room temperature. Saturated aqueous sodium hydrogensulfite was added until the reaction became colorless. Most of the acetic acid was removed under reduced pressure, and 2M aqueous sodium carbonate was added. A precipitate formed, was isolated by filtration, washed with water, and dried on the vacuum filter funnel to provide 4.91 g of 4-bromo-1-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile as a white solid.

後処理

  1. customMost of the acetic acid was removed under reduced pressure, and 2M aqueous sodium carbonate
  2. additionwas added
  3. customA precipitate formed
  4. customwas isolated by filtration
  5. washwashed with water
  6. customdried on the vacuum
  7. filtrationfilter funnel

出典と根拠

ORDレコード
ord-71e8c9ddfafa4b6f9a91d5c5248c46c7
出典データセット
uspto-grants-2011_05
特許番号
US07943636B2

反応ノート

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