Hydrochloric Acid → 2-chloro-4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]benzeneethanamine hydrochloride

HRID 2408236ノート

反応式

HRID 2408236 の反応式
[BH4-].[Na+].B(F)(F)F.CCOCC.[Cl:12][C:13]1[CH:14]=[C:15]([N:24]2[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[N:25]2)[CH:16]=[CH:17][C:18]=1[CH:19]=[CH:20][N+:21]([O-])=O.Cl>O1CCCC1.O>[ClH:12].[Cl:12][C:13]1[CH:14]=[C:15]([N:24]2[CH:28]=[CH:27][C:26]([C:29]([F:30])([F:31])[F:32])=[N:25]2)[CH:16]=[CH:17][C:18]=1[CH2:19][CH2:20][NH2:21]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8000Boron trifluoride etherateHCID 4311764Sodium borohydrideHCID 867072251-[3-chloro-4-(2-nitroethenyl)phenyl]-3-(trifluoromethyl)-1H-pyrazole2 回

生成物 1

HCID 867072262-chloro-4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]benzeneethanamine hydrochloride

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a cooled (0° C.) solution of sodium borohydride (238.6 mg, 6.28 mmol) in anhydrous tetrahydrofuran (8 mL) at 0° C. was added boron trifluoride diethyl etherate (1.13 g, 7.93 mmol) dropwise. The resultant solution was then stirred for 10 min at 0° C. and for 15 min at room temperature. A solution of 1-[3-chloro-4-(2-nitroethenyl)phenyl]-3-(trifluoromethyl)-1H-pyrazole (i.e. the product of Step B; 420 mg, 1.32 mmol) in anhydrous tetrahydrofuran (5.2 mL) was added dropwise via cannula, and the resulting mixture was refluxed for 7.5 h and then allowed to cool to room temperature. Water (17 mL) was added dropwise, followed by 1 N hydrochloric acid (17 mL). The reaction mixture was concentrated under reduced pressure, and the residue was triturated with petroleum ether to afford the title compound (320 mg).

後処理

  1. temperaturethe resulting mixture was refluxed for 7.5 h
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was triturated with petroleum ether

出典と根拠

ORDレコード
ord-9a9c33ebdf3a4d0f89aa29c2c0f383b6
出典データセット
uspto-grants-2014_08
特許番号
US08815772B2

反応ノート

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