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Piperidine → 12-Piperidin-1-yl-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

HRID 513791
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HRID 513791 반응식
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CC(C1C=C(C(C)C)C(C2C=CC=CC=2P(C2CCCCC2)C2CCCCC2)=C(C(C)C)C=1)C.CC([O-])(C)C.[Na+].Br[C:48]1[CH:49]=[C:50]2[C:59](=[C:60]3[C:65]=1[CH:64]=[CH:63][CH:62]=[N:61]3)[NH:58][S:57](=[O:67])(=[O:66])[C:56]1[C:51]2=[CH:52][CH:53]=[CH:54][CH:55]=1>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].C1(C)C=CC=CC=1>[N:1]1([C:48]2[CH:49]=[C:50]3[C:59](=[C:60]4[C:65]=2[CH:64]=[CH:63][CH:62]=[N:61]4)[NH:58][S:57](=[O:67])(=[O:66])[C:56]2[C:51]3=[CH:52][CH:53]=[CH:54][CH:55]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8082PiperidineHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 1675994412-bromo-5H-6-thia-4,5-diaza-chrysene 6,6-dioxideHCID 23676156Sodium t-butoxide

생성물 1

HCID 6818345912-Piperidin-1-yl-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide수율 19%

시약·촉매·용매 2

HCID 9811564
Bis(dibenzylideneacetone)palladium
촉매
HCID 1140Toluene용매

실험 절차

In a similar fashion using route 58 general procedure 126, piperidine (41 μl, 0.42 mmol), Pd2(dba)3 (3 mg, 3 μmol), X-Phos (7 mg, 14 μmol), NaOtBu (67 mg, 0.69 mmol), 12-bromo-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide 545 (100 mg, 0.28 mmol) and toluene (2 ml) gave the title compound (19 mg, 19%) after purification by preparative HPLC (acidic conditions 1).

출처 및 근거

ORD 기록
ord-1a79757f6c7a40adae8cf25f1df45c06
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09102688B2

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