Sodium Nitrite → 5-(Trifluoromethyl)-1H-pyrazolo[3,4-C]pyridine

HRID 1527304ノート

反応式

HRID 1527304 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[CH:4][C:3]=1[NH2:12].[N:13]([O-])=O.[Na+]>C(O)(=O)C.O>[F:10][C:8]([F:11])([F:9])[C:6]1[CH:7]=[C:2]2[CH:1]=[N:13][NH:12][C:3]2=[CH:4][N:5]=1

参加物

5

反応物 2

HCID 23668193Sodium NitriteHCID 497579514-Methyl-6-(trifluoromethyl)pyridin-3-amine

生成物 1

HCID 682833945-(Trifluoromethyl)-1H-pyrazolo[3,4-C]pyridine

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

A solution of 4-methyl-6-(trifluoromethyl)pyridin-3-amine [944317-54-8] (1.00 g, 5.68 mmol) in acetic acid (75 mL) was treated with a solution of sodium nitrite (392 mg, 5.68 mmol) in water (1 mL). The reaction mixture was stirred at RT for 15 min and then was allowed to stand at ambient temperature for 48 h. Acetic acid was evaporated under reduced pressure and the residual aqueous solution was partitioned between EtOAc and sat. aq. NaHCO3. The organic solution was washed with water and brine, then dried (Phase separator) and concentrated under vacuum. MS (LC-MS): 188 [M+H]+, tR (HPLC conditions k): 2.49 min.

後処理

  1. waitto stand at ambient temperature for 48 h
  2. customAcetic acid was evaporated under reduced pressure
  3. customthe residual aqueous solution was partitioned between EtOAc and sat. aq. NaHCO3
  4. washThe organic solution was washed with water and brine
  5. customdried (Phase separator)
  6. concentrationconcentrated under vacuum
  7. custom2.49 min.

出典と根拠

ORDレコード
ord-3523a765bb9d4d61ad5ae53a73f00d9f
出典データセット
uspto-grants-2015_07
特許番号
US09085555B2

反応ノート

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