Acetic Acid → HCID 58154530, 화합물

HRID 2359400노트

반응식

HRID 2359400 반응식
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([NH2:12])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH:19]=O)[CH:14]=1.CC(O)=O.[BH3-]C#N.[Na+]>CO>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([NH:12][CH2:19][C:15]3[CH:14]=[N:13][CH:18]=[CH:17][CH:16]=3)[CH:6]=[CH:7][CH:8]=2)[N:3]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 103713-PyridinecarboxaldehydeHCID 3465192-Chloroquinolin-8-amineHCID 5003444Sodium cyanoborohydride

생성물 1

HCID 58154530HCID 58154530, 화합물수율 80%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 2-chloroquinolin-8-amine (1.75 g, 9.8 mmol), 3-pyridinecarbaldehyde (2.14 g, 20 mmol) and AcOH (1.2 g, 20 mmol) in MeOH (10 mL) were added NaCNBH3 (1.26 g, 20 mmol) in portions at room temperature, then the reaction mixture was stirred at room temperature for 5 h. The reaction was concentrated in vacuo, and the residue was taken up in CH2Cl2. The solution was washed with water (1×50 mL), dried over Na2SO4, concentrated and purified by silica gel column (20:1 pentane/ethyl acetate) to give 2-chloro-N-(pyridin-3-ylmethyl)quinolin-8-amine as a yellow oil (2.1 g, yield 80%).

후처리

  1. concentrationThe reaction was concentrated in vacuo
  2. washThe solution was washed with water (1×50 mL)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. custompurified by silica gel column (20:1 pentane/ethyl acetate)

출처 및 근거

ORD 기록
ord-569de94d215547e6b79f80d86f08beed
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08685970B2

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