Sodium Bicarbonate → HCID 70982085, 화합물

HRID 62701

반응식

HRID 62701 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7](B2OC(C)(C)C(C)(C)O2)=[CH:6][C:5]=1[NH:19][C:20]([N:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1)=[O:21])([O-:3])=[O:2].C(=O)(O)[O-].[Na+].Br[C:33]1[CH:38]=[N:37][CH:36]=[CH:35][N:34]=1>[Pd]>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:33]2[CH:38]=[N:37][CH:36]=[CH:35][N:34]=2)=[CH:6][C:5]=1[NH:19][C:20]([N:22]1[CH2:23][CH2:24][CH2:25][CH2:26]1)=[O:21])([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 6428002-BromopyrazineHCID 70982655N-(2-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine-1-carboxamide

생성물 1

HCID 70982085HCID 70982085, 화합물수율 70%

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

To a solution of N-(2-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine-1-carboxamide (0.20 g, 0.55 mmol) was added at room temperature sodium bicarbonate (0.09 g, 0.80 mmol, 1.45 equiv.), 2-bromopyrazine (0.14 g, 0.89 mmol, 1.6 equiv.) and palladium (0.07 g, 0.06 mmol, 0.1 equiv). The reaction was refluexed for fourteen hours. The crude reaction was filtered and concentrated. The residue was diluted into water and washed with ethyl acetate, the concentrated. The obtained was purified through column chromatography by eluting ethyl acetate and hexane to allow N-(2-nitro-5-(pyrazin-2-yl)phenyl)pyrrolidine-1-carboxamide (0.12 g, 70% yield).

후처리

  1. waitThe reaction was refluexed for fourteen hours
  2. customThe crude reaction
  3. filtrationwas filtered
  4. concentrationconcentrated
  5. additionThe residue was diluted into water
  6. washwashed with ethyl acetate
  7. customThe obtained was purified through column chromatography
  8. washby eluting ethyl acetate and hexane

출처 및 근거

ORD 기록
ord-9e73964e60ae40439e7e6d594dce469e
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447030B2

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