Hydrazine → (2S)-2-(4-Fluorophenyl)propan-1-amine

반응식

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([CH3:21])[CH2:9][N:10]2C(=O)C3C(=CC=CC=3)C2=O)=[CH:4][CH:3]=1.NN>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C@H:8]([CH3:21])[CH2:9][NH2:10])=[CH:6][CH:7]=1

참가 물질

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온도: 80 °C

실험 절차

To a room-temperature solution of (S)-2-(2-(4-fluorophenyl)propyl)isoindoline-1,3-dione (900 mg, 3.2 mmol, 1.0 equiv) in toluene (14 mL) was added hydrazine (1.4 mL, 45 mmol, 14 equiv) by syringe. The resulting mixture was heated to 80° C. for 30 minutes and then cooled to room temperature. The resulting solution was decanted from the solid in the reaction mixture, and the solid was washed with additional toluene. The combined organic layers were concentrated in vacuo to provide the title compound (491 mg, 99%), which was used without further purification. m/z=154.2 [M+H]+.

후처리

temperaturecooled to room temperature
customThe resulting solution was decanted from the solid in the reaction mixture
washthe solid was washed with additional toluene
concentrationThe combined organic layers were concentrated in vacuo

출처 및 근거

ORD 기록: ord-0c88d2bcc2d348c9bed38be25465d7b3
출처 데이터셋: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08759380B2

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참가 물질

반응물 2

HCID 9321Hydrazine

HCID 67453498(S)-2-(2-(4-Fluorophenyl)propyl)isoindoline-1,3-dione

생성물 1

HCID 28267524(2S)-2-(4-Fluorophenyl)propan-1-amine수율 100.2%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도: 80 °C

실험 절차

후처리

temperaturecooled to room temperature
customThe resulting solution was decanted from the solid in the reaction mixture
washthe solid was washed with additional toluene
concentrationThe combined organic layers were concentrated in vacuo

출처 및 근거

ORD 기록: ord-0c88d2bcc2d348c9bed38be25465d7b3
출처 데이터셋: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08759380B2

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