Diisopropylethylamine → 3-chloro-N-[2-[2-(2,5-difluorophenyl)ethoxy]ethanimidoyl]pyrazine-2-carboxamide

HRID 2076813노트

반응식

HRID 2076813 반응식
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][C:4]=1[CH2:10][CH2:11][O:12][CH2:13][C:14]([NH2:16])=[NH:15].[Cl:17][C:18]1[C:19]([C:24](O)=[O:25])=[N:20][CH:21]=[CH:22][N:23]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C.O>[F:2][C:3]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][C:4]=1[CH2:10][CH2:11][O:12][CH2:13][C:14]([NH:16][C:24]([C:19]1[C:18]([Cl:17])=[N:23][CH:22]=[CH:21][N:20]=1)=[O:25])=[NH:15]

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 15019003-Chloro-2-pyrazine-carboxylic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 670990362-[2-(2,5-Difluoro-phenyl)-ethoxy]-acetamidine hydrochloride

생성물 1

HCID 1412152603-chloro-N-[2-[2-(2,5-difluorophenyl)ethoxy]ethanimidoyl]pyrazine-2-carboxamide

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

2-[2-(2,5-Difluoro-phenyl)-ethoxy]-acetamidine hydrochloride (158 mg, 0.631 mmol) was dissolved in DMF (3 ml) and 3-chloro-2-pyrazine-carboxylic acid (100 mg, 0.631 mmol), TBTU (213 mg, 0.662 mmol) and DIPEA (565 μl, 3.15 mmol) were added. The reaction mixture was stirred at ambient temperature for 4.5 h. Then water was added and the mixture was extracted three times with CH2Cl2. The combined organic extracts were washed with water and brine, dried (Na2SO4) and evaporated. The crude title compound (195 mg, brown gum) was used for the next reaction step without further purification. MS: m/e=355.2 [M+H+].

후처리

  1. extractionthe mixture was extracted three times with CH2Cl2
  2. washThe combined organic extracts were washed with water and brine
  3. dry with materialdried (Na2SO4)
  4. customevaporated
  5. customThe crude title compound (195 mg, brown gum) was used for the next reaction step without further purification

출처 및 근거

ORD 기록
ord-9cd65c342cfd48b5ad6b7a84e8fda054
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07928106B2

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