Acetic Acid → HCID 22593733, 화합물

HRID 225865

반응식

HRID 225865 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1C=O.[CH:13]1([NH2:16])[CH2:15][CH2:14]1.C(O)(=O)C.[BH3-]C#N.[Na+]>CO>[CH:13]1([NH:16][C:3]2[N:2]([CH3:1])[C:10]3[C:5]([CH:4]=2)=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:15][CH2:14]1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 69828CyclopropylamineHCID 2671641-Methylindole-2-carboxaldehydeHCID 5003444Sodium cyanoborohydride

생성물 1

HCID 22593733HCID 22593733, 화합물수율 69.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 1-methylindole-2-carboxaldehyde (1.5 g, 10 mmole), cyclopropylamine (1.14 g, 20 mmole), and glacial acetic acid (0.6 mL, 10 mmole) in MeOH (30 mL) was added NaBH3CN (0.69 g, 11 mmole). The reaction was stirred at RT overnight, then was concentrated in vacuo. The residue was diluted with 10% NaOH and extracted with CH2Cl2. The combined organic extracts were washed with brine, dried over MgSO4, and concentrated. Flash chromatography on silica gel (3% MeOWCH2Cl2) gave the title compound (1.3 g. 65%) as a semi-solid: MS (ES) m/e 201 (M+H)+.

후처리

  1. concentrationwas concentrated in vacuo
  2. additionThe residue was diluted with 10% NaOH
  3. extractionextracted with CH2Cl2
  4. washThe combined organic extracts were washed with brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c494e2b36f35435db665985ce581a063
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557125B2

연결된 노트

불러오는 중…