Dichloromethane → 1-(5-Amino-2-chloropyridin-4-yl)ethanol

HRID 1502300노트

반응식

HRID 1502300 반응식
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([NH:8]C(=O)OC(C)(C)C)=[C:4]([CH:16]([OH:18])[CH3:17])[CH:3]=1.C(Cl)Cl.FC(F)(F)C(O)=O>>[NH2:8][C:5]1[C:4]([CH:16]([OH:18])[CH3:17])=[CH:3][C:2]([Cl:1])=[N:7][CH:6]=1

참가 물질

4

반응물 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 86674943tert-butyl N-[6-chloro-4-(1-hydroxyethyl)-3-pyridyl]carbamate

생성물 1

HCID 866749441-(5-Amino-2-chloropyridin-4-yl)ethanol수율 87.3%

실험 절차

To a solution of tert-butyl 6-chloro-4-(1-hydroxyethyl)pyridin-3-ylcarbamate (823 mg, 3.02 mmol) in methylene chloride (40 mL, 500 mmol) was added trifluoroacetic acid (2 mL, 20 mmol). The reaction mixture was stirred at room temperature for 5 hours and then evaporated in vacuo. The resulting residue was dissolved in dichloromethane and washed with saturated aqueous NaHCO3. The organic layer was dried over MgSO4 and evaporated in vacuo to yield 455.2 mg (87%) of 1-(5-amino-2-chloropyridin-4-yl)ethanol which was carried forward without purification.

후처리

  1. customevaporated in vacuo
  2. dissolutionThe resulting residue was dissolved in dichloromethane
  3. washwashed with saturated aqueous NaHCO3
  4. dry with materialThe organic layer was dried over MgSO4
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-6371c1f45b90406dad3d66f23e19997d
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206175B2

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