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Acetic Acid → 5-Bromo-1-methyl-3-(4-(1-methylazetidin-3-yl)phenylamino)pyrazin-2(1H)-one

HRID 1919099
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HRID 1919099 반응식
Cl.[NH:2]1[CH2:5][CH:4]([C:6]2[CH:11]=[CH:10][C:9]([NH:12][C:13]3[C:14](=[O:21])[N:15]([CH3:20])[CH:16]=[C:17]([Br:19])[N:18]=3)=[CH:8][CH:7]=2)[CH2:3]1.[BH-](OC(C)=O)(OC(C)=O)O[C:24](C)=O.[Na+].C=O.C(O)(=O)C>CO>[Br:19][C:17]1[N:18]=[C:13]([NH:12][C:9]2[CH:8]=[CH:7][C:6]([CH:4]3[CH2:5][N:2]([CH3:24])[CH2:3]3)=[CH:11][CH:10]=2)[C:14](=[O:21])[N:15]([CH3:20])[CH:16]=1
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참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 866612603-(4-(Azetidin-3-yl)phenylamino)-5-bromo-1-methylpyrazin-2(1H)-one Hydrochloride

생성물 1

HCID 580439355-Bromo-1-methyl-3-(4-(1-methylazetidin-3-yl)phenylamino)pyrazin-2(1H)-one수율 119.3%

시약·촉매·용매 1

HCID 887
Methanol
용매

실험 절차

A mixture of 298c (100 mg, 0.24 mmol), NaBH(OAc)3 (100 mg, 0.48 mmol), HCHO (10 mL) and acetic acid (1 mL) in methanol (15 mL) was stirred at room temperature for 4 h. The solvent was evaporated in vacuo and the residue was neutralized with NaHCO3 solution until pH 8 was reached. The mixture was extracted with ethyl acetate. The combined extracts were dried over sodium sulfate and concentrated under reduced pressure to give 298d (100 mg), which was used for the next step without further purification. MS: [M+H]+ 349.

후처리

  1. customThe solvent was evaporated in vacuo
  2. extractionThe mixture was extracted with ethyl acetate
  3. dry with materialThe combined extracts were dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b61a861fab674b8fa8efe83757f8ae8d
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08618107B2

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