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Diisopropylethylamine → 3,6-Dichloro-5-[4-(1-isopropoxycarbonyl-piperidin-4-yloxyimino)-piperidin-1-yl]-pyrazine-2-carboxylic acid methyl ester

HRID 2066870
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인쇄 미리보기

반응식

HRID 2066870 반응식
[NH:1]1[CH2:6][CH2:5][C:4](=[N:7][O:8][CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][CH:18]([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]2)[CH2:3][CH2:2]1.[CH3:21][O:22][C:23]([C:25]1[C:30]([Cl:31])=[N:29][C:28](Cl)=[C:27]([Cl:33])[N:26]=1)=[O:24].C(N(C(C)C)CC)(C)C>CS(C)=O.C([O-])(O)=O.[Na+]>[CH3:21][O:22][C:23]([C:25]1[C:30]([Cl:31])=[N:29][C:28]([N:1]2[CH2:2][CH2:3][C:4](=[N:7][O:8][CH:9]3[CH2:10][CH2:11][N:12]([C:15]([O:17][CH:18]([CH3:20])[CH3:19])=[O:16])[CH2:13][CH2:14]3)[CH2:5][CH2:6]2)=[C:27]([Cl:33])[N:26]=1)=[O:24]
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참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 152582053,5,6-Trichloro-pyrazine-2-carboxylic acid methyl esterHCID 57461147Isopropyl 4-(Piperidin-4-ylideneaminooxy)piperidine-1-carboxylate

생성물 1

HCID 866550133,6-Dichloro-5-[4-(1-isopropoxycarbonyl-piperidin-4-yloxyimino)-piperidin-1-yl]-pyrazine-2-carboxylic acid methyl ester

시약·촉매·용매 2

HCID 679
Dimethyl Sulfoxide
용매
HCID 516892Sodium Bicarbonate용매

실험 절차

2d (99 mg, 0.35 mmol), 56a (92 mg, 0.35 mmol) and diisopropylethylamine (0.1 mL, 0.6 mmol) were combined in 0.5 mL of DMSO and stirred at room temperature for 18 h. The mixture was diluted with aqueous NaHCO3 (5 mL) and extracted with EtOAc (5 mL). The organic layer was concentrated under vacuum to afford the crude 56b. 20 mg of this crude material was purified by preparative HPLC to afford 56b: LC-MS 488.3 (MH+).

후처리

  1. extractionextracted with EtOAc (5 mL)
  2. concentrationThe organic layer was concentrated under vacuum

출처 및 근거

ORD 기록
ord-d69272d16ad240e8a6b48eb2e1805719
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08293729B2

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