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Ethanolamine → 2-[(2-hydroxyethyl)amino]-N-(3-pyridinyl)acetamide

HRID 2213045
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HRID 2213045 반응식
Cl[CH2:2][C:3](Cl)=[O:4].[N:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH2:12])[CH:7]=1.C(N(CC)CC)C.[NH2:20][CH2:21][CH2:22][OH:23]>O1CCCC1.CO>[OH:4][CH2:3][CH2:2][NH:20][CH2:21][C:22]([NH:12][C:8]1[CH:7]=[N:6][CH:11]=[CH:10][CH:9]=1)=[O:23]
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참가 물질

7

반응물 4

HCID 700EthanolamineHCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 100093-Aminopyridine

생성물 1

HCID 218650052-[(2-hydroxyethyl)amino]-N-(3-pyridinyl)acetamide수율 62%

시약·촉매·용매 2

HCID 887Methanol용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

Chloroacetyl chloride (2.2 mL, 27.6 mmol) was added dropwise over 10 minutes to a stirred, cooled (0° C.) solution of 3-pyridinamine (2 g, 21 mmol) and triethylamine (4 mL, 28 mmol) in tetrahydrofuran (30 mL). The mixture was allowed to warm to room temperature, then 2-aminoethanol (5 mL, 120 mmol) in methanol (5 mL) was added. The mixture was stirred at 60° C. for 4 hours, cooled and the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography on silica gel, eluting with CH2Cl2/MeOH/NH3(Aq.) (90:10:1), to give the title compound (2.53 g, 62%). m/z (ES+) 196 (M+1).

후처리

  1. temperaturecooled
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by flash column chromatography on silica gel
  4. washeluting with CH2Cl2/MeOH/NH3(Aq.) (90:10:1)

출처 및 근거

ORD 기록
ord-97c5dfdf6faf48d2be69ea37f8365166
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07105507B2

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