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3-Bromopyridine → tert-butyl (3R)-3-methyl-4-pyridin-3-ylpiperazine-1-carboxylate

HRID 512
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인쇄 미리보기

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HRID 512 반응식
Brc1cccnc1.C[C@@H]1CN(C(=O)OC(C)(C)C)CCN1>CC(C)(C)[O-].CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.Cc1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd]>C[C@@H]1CN(C(=O)OC(C)(C)C)CCN1c1cccnc1
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참가 물질

7

반응물 2

HCID 122863-BromopyridineHCID 2756811(R)-1-Boc-3-methylpiperazine

생성물 1

HCID 89555981tert-butyl (3R)-3-methyl-4-pyridin-3-ylpiperazine-1-carboxylate수율 0%

시약·촉매·용매 4

HCID 23676156Sodium t-butoxide시약HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)촉매
HCID 9811564
Bis(dibenzylideneacetone)palladium
촉매
HCID 1140Toluene용매

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온도
85 °C

실험 절차

TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (0.145 g, 0.16 mmol) and 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (0.183 g, 0.32 mmol) were added to a mixture of Sodium tert-butoxide (0.912 g, 9.49 mmol), 3-bromopyridine (0.610 mL, 6.33 mmol),(R)-tert-butyl 3-methylpiperazine-1-carboxylate (1.901 g, 9.49 mmol) and toluene (20 mL) under nitrogen. The mixture was heated at 85 °C for 16 hours before being cooled to RT and filtered through celite. The filtrate was concentrated and the reaction mixture was seperated by flash silica chromatography, elution gradient 20 to 40% EtOAc in heptane. No product was isolated. .

출처 및 근거

ORD 기록
ord-d7d7e0dc4c0741f08ecfdb907acad13f
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
출처 보기

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