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Piperazine → 1-(2,2-Difluoro-2H-1,3-benzodioxol-5-YL)piperazine

HRID 706
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HRID 706 반응식
C1CNCCN1.FC1(F)Oc2ccc(Br)cc2O1>C1COCCO1.CC(C)(C)P(C(C)(C)C)C(C)(C)C.CC(C)(C)P(C(C)(C)C)C(C)(C)C.CC(C)(C)P(C(C)(C)C)C(C)(C)C.CC(C)(C)[O-].[K+].[Pd]>FC1(F)Oc2ccc(N3CCNCC3)cc2O1
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참가 물질

7

반응물 2

HCID 4837PiperazineHCID 27362715-Bromo-2,2-difluoro-1,3-benzodioxole

생성물 1

HCID 213637501-(2,2-Difluoro-2H-1,3-benzodioxol-5-YL)piperazine수율 50.68%

시약·촉매·용매 4

HCID 23665647Potassium tert-butoxide시약HCID 83681Tris(1,1-dimethylethyl)phosphine촉매HCID 2734558Bis(tri-tert-butylphosphine)palladium(0)

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온도
90 °C

실험 절차

13-May-09 10:32:07 +0100 5-bromo-2,2-difluorobenzo[d][1,3]dioxole (0.500 g, 2.11 mmol), piperazine (0.182 g, 2.11 mmol) and BIS(TRI-T-BUTYLPHOSPHINE)PALLADIUM(0) (0.054 g, 0.11 mmol) and potassium 2-methylpropan-2-olate (0.349 g, 2.95 mmol) were suspended in dioxane (10vol) (10 mL) and heated to 90°C for 1 hour. LC-MS shows no starting material 52% product and 41% dimer. The reaction mixture was combined with EN02263-54 filtered and the crude product was purified by flash silica chromatography, elution gradient 0 to 10% MeOH in DCM. Pure fractions were evaporated to dryness to afford 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)piperazine (0.259 g, 50.7 %) as a yellow oil.

출처 및 근거

ORD 기록
ord-a6f7db18dd5949e09df857ba4df0f8b1
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
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촉매
HCID 312751,4-Dioxane용매