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

HRID 2408236노트

반응식

HRID 2408236 반응식
[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]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8000Boron trifluoride etherateHCID 4311764Sodium borohydrideHCID 867072251-[3-chloro-4-(2-nitroethenyl)phenyl]-3-(trifluoromethyl)-1H-pyrazole2회

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9a9c33ebdf3a4d0f89aa29c2c0f383b6
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08815772B2

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